Indolicidin

C₁₀₀H₁₃₂N₂₆O₁₃CAS 140896-21-51906.33 g/mol

Open in Covalent MOL file

Amide Guanidine Primary amine

Properties

Molecular formula: C₁₀₀H₁₃₂N₂₆O₁₃
Molar mass: 1906.33 g/mol
Exact mass: 1905.0467 Da
logP: 3.50Crippen estimate
Polar surface area: 620.7 Å²
H-bond donors / acceptors: 23 / 17
Rotatable bonds: 48
Stereocentres: S, S, S, S, S, S, S, S, R, S, S, S, S, Sin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

Search the SDS library

Identifiers

CAS number

140896-21-5

SMILES

CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC4=CNC5=CC=CC=C54)C(=O)N6CCC[C@H]6C(=O)N[C@H](CC7=CNC8=CC=CC=C87)C(=O)N[C@@H](CC9=CNC1=CC=CC=C19)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N)N

InChIKey

USSYUMHVHQSYNA-PYODXXEMSA-N

InChI

InChI=1S/C100H132N26O13/c1-5-57(4)85(102)95(136)123-79(45-56(2)3)96(137)124-42-20-36-82(124)92(133)118-76(46-58-51-110-68-28-11-6-23-63(58)68)89(130)116-74(33-16-17-39-101)88(129)121-80(49-61-54-113-71-31-14-9-26-66(61)71)97(138)125-43-21-38-84(125)94(135)120-78(48-60-53-112-70-30-13-8-25-65(60)70)91(132)122-81(50-62-55-114-72-32-15-10-27-67(62)72)98(139)126-44-22-37-83(126)93(134)119-77(47-59-52-111-69-29-12-7-24-64(59)69)90(131)117-75(35-19-41-109-100(106)107)87(128)115-73(86(103)127)34-18-40-108-99(104)105/h6-15,23-32,51-57,73-85,110-114H,5,16-22,33-50,101-102H2,1-4H3,(H2,103,127)(H,115,128)(H,116,130)(H,117,131)(H,118,133)(H,119,134)(H,120,135)(H,121,129)(H,122,132)(H,123,136)(H4,104,105,108)(H4,106,107,109)/t57-,73-,74-,75-,76-,77-,78+,79-,80-,81-,82-,83-,84-,85-/m0/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 8.10 (br s, 1H), 8.10 (br s, 1H), 8.10 (br s, 1H), 8.10 (br s, 1H), 8.10 (br s, 1H), 7.65 (dd, J = 7.9, 1.2 Hz, 1H), 7.65 (dd, J = 7.9, 1.2 Hz, 1H), 7.65 (dd, J = 7.9, 1.2 Hz, 1H), 7.65 (dd, J = 7.9, 1.2 Hz, 1H), 7.65 (dd, J = 7.9, 1.2 Hz, 1H), 7.40 (dd, J = 8.1, 1.0 Hz, 1H), 7.40 (dd, J = 8.1, 1.0 Hz, 1H), 7.40 (dd, J = 8.1, 1.0 Hz, 1H), 7.40 (dd, J = 8.1, 1.0 Hz, 1H), 7.40 (dd, J = 8.1, 1.0 Hz, 1H), 7.19 (m, J = 8.1, 7.1, 1.2 Hz, 1H), 7.19 (m, J = 8.1, 7.1, 1.2 Hz, 1H), 7.19 (m, J = 8.1, 7.1, 1.2 Hz, 1H), 7.19 (m, J = 8.1, 7.1, 1.2 Hz, 1H), 7.19 (m, J = 8.1, 7.1, 1.2 Hz, 1H), 7.12 (m, J = 7.9, 7.1, 1.0 Hz, 1H), 7.12 (m, J = 7.9, 7.1, 1.0 Hz, 1H), 7.12 (m, J = 7.9, 7.1, 1.0 Hz, 1H), 7.12 (m, J = 7.9, 7.1, 1.0 Hz, 1H), 7.12 (m, J = 7.9, 7.1, 1.0 Hz, 1H), 7.07 (s, 1H), 7.07 (s, 1H), 7.07 (s, 1H), 7.07 (s, 1H), 7.07 (s, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.80 (br s, 2H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 3.75 (d, J = 7.0 Hz, 1H), 3.41 (t, J = 7.0 Hz, 2H), 3.41 (t, J = 7.0 Hz, 2H), 3.41 (t, J = 7.0 Hz, 2H), 3.20 (t, J = 7.0 Hz, 2H), 3.20 (t, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 2.68 (t, J = 7.0 Hz, 2H), 2.16 (q, J = 7.0 Hz, 2H), 2.16 (q, J = 7.0 Hz, 2H), 2.16 (q, J = 7.0 Hz, 2H), 2.04 (sept, J = 7.0 Hz, 1H), 1.91 (quint, J = 7.0 Hz, 2H), 1.91 (quint, J = 7.0 Hz, 2H), 1.91 (quint, J = 7.0 Hz, 2H), 1.80 (t, J = 7.0 Hz, 2H), 1.80 (q, J = 7.0 Hz, 2H), 1.80 (q, J = 7.0 Hz, 2H), 1.80 (q, J = 7.0 Hz, 2H), 1.63 (quint, J = 7.0 Hz, 2H), 1.63 (quint, J = 7.0 Hz, 2H), 1.55 (m, J = 7.0 Hz, 1H), 1.51 (quint, J = 7.0 Hz, 2H), 1.27 (quint, J = 7.0 Hz, 2H), 1.27 (quint, J = 7.0 Hz, 2H), 1.20 (br s, 2H), 1.20 (br s, 1H), 1.20 (br s, 1H), 1.20 (br s, 2H), 1.20 (br s, 1H), 1.20 (br s, 1H), 1.20 (br s, 2H), 1.20 (br s, 2H), 0.86 (t, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 6H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 173.6, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 171.6, 171.6, 171.6, 157.5, 157.5, 135.7, 135.7, 135.7, 135.7, 135.7, 127.3, 127.3, 127.3, 127.3, 127.3, 123.6, 123.6, 123.6, 123.6, 123.6, 122.0, 122.0, 122.0, 122.0, 122.0, 120.8, 120.8, 120.8, 120.8, 120.8, 119.8, 119.8, 119.8, 119.8, 119.8, 118.3, 118.3, 118.3, 118.3, 118.3, 111.1, 111.1, 111.1, 111.1, 111.1, 67.0, 67.0, 67.0, 60.6, 59.4, 59.4, 59.4, 59.4, 59.4, 57.3, 57.0, 57.0, 54.5, 44.8, 44.8, 44.8, 43.6, 42.3, 41.6, 41.6, 40.3, 40.3, 40.3, 40.3, 40.3, 35.1, 34.2, 33.7, 31.6, 31.6, 28.3, 28.3, 25.8, 25.8, 25.8, 23.9, 23.1, 23.1, 23.1, 22.4, 21.6, 21.3, 13.7, 10.8.

[M + H]+

[M + H]+ Calcd for C100H133N26O13 1906.0540

[M + Na]+

[M + Na]+ Calcd for C100H132N26NaO13 1928.0359

[M − H]−

[M − H]− Calcd for C100H131N26O13 1904.0394

Elemental analysis

Anal. Calcd for C100H132N26O13: C, 63.01; H, 6.98; N, 19.10.