Micafungin

C₅₆H₇₁N₉O₂₃SCAS 235114-32-61270.28 g/mol

Open in Covalent MOL file

Alcohol Amide Ether Lactam Phenol

Properties

Molecular formula: C₅₆H₇₁N₉O₂₃S
Molar mass: 1270.28 g/mol
Exact mass: 1269.4384 Da
logP: -3.90Crippen estimate
Polar surface area: 510.1 Å²
H-bond donors / acceptors: 16 / 23
Rotatable bonds: 18
Stereocentres: S, R, R, S, S, S, S, S, S, R, S, R, S, S, Rin SMILES atom order

Hazards

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

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Identifiers

CAS number

235114-32-6

SMILES

CCCCCOC1=CC=C(C=C1)C2=CC(=NO2)C3=CC=C(C=C3)C(=O)N[C@H]4C[C@H]([C@H](NC(=O)[C@@H]5[C@H]([C@H](CN5C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]6C[C@H](CN6C(=O)[C@@H](NC4=O)[C@@H](C)O)O)[C@@H]([C@H](C7=CC(=C(C=C7)O)OS(=O)(=O)O)O)O)[C@@H](CC(=O)N)O)C)O)O)O

InChIKey

PIEUQSKUWLMALL-YABMTYFHSA-N

InChI

InChI=1S/C56H71N9O23S/c1-4-5-6-17-86-32-14-11-28(12-15-32)39-21-33(63-87-39)27-7-9-29(10-8-27)49(75)58-34-20-38(70)52(78)62-54(80)45-46(72)25(2)23-65(45)56(82)43(37(69)22-41(57)71)60-53(79)44(48(74)47(73)30-13-16-36(68)40(18-30)88-89(83,84)85)61-51(77)35-19-31(67)24-64(35)55(81)42(26(3)66)59-50(34)76/h7-16,18,21,25-26,31,34-35,37-38,42-48,52,66-70,72-74,78H,4-6,17,19-20,22-24H2,1-3H3,(H2,57,71)(H,58,75)(H,59,76)(H,60,79)(H,61,77)(H,62,80)(H,83,84,85)/t25-,26+,31+,34-,35-,37+,38+,42-,43-,44-,45-,46-,47-,48-,52+/m0/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 8.17 (d, J = 7.7 Hz, 2H), 7.83 (d, J = 7.7 Hz, 2H), 7.64 (d, J = 7.7 Hz, 2H), 7.10 (s, 1H), 7.08 (d, J = 7.7 Hz, 2H), 7.04 (dd, J = 7.7, 1.6 Hz, 1H), 6.92 (d, J = 1.6 Hz, 1H), 6.76 (d, J = 7.7 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), 5.65 (dd, J = 7.0, 5.0 Hz, 1H), 5.45 (d, J = 7.0 Hz, 1H), 5.30 (br s, 1H), 5.26 (t, J = 7.0 Hz, 1H), 5.09 (dd, J = 7.0, 5.0 Hz, 1H), 5.09 (dd, J = 7.0, 5.0 Hz, 1H), 5.09 (dd, J = 7.0, 5.0 Hz, 1H), 4.80 (q, J = 7.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.66 (q, J = 7.0 Hz, 1H), 4.63 (m, J = 7.0 Hz, 1H), 4.62 (m, J = 7.0 Hz, 1H), 4.55 (quint, J = 7.0 Hz, 1H), 4.38 (quint, J = 7.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 4.00 (t, J = 7.0 Hz, 2H), 3.77 (d, J = 7.0 Hz, 2H), 3.41 (d, J = 7.0 Hz, 2H), 2.58 (d, J = 7.0 Hz, 2H), 2.52 (t, J = 7.0 Hz, 2H), 2.27 (sept, J = 7.0 Hz, 1H), 2.16 (t, J = 7.0 Hz, 2H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.77 (quint, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.22 (d, J = 7.0 Hz, 3H), 0.86 (t, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 175.9, 172.1, 172.1, 172.1, 172.1, 171.6, 171.6, 171.4, 166.8, 162.6, 158.8, 147.5, 144.8, 137.9, 134.3, 133.7, 132.4, 128.3, 127.7, 127.4, 125.6, 121.4, 116.6, 114.5, 101.5, 81.3, 79.2, 76.3, 74.8, 74.2, 74.0, 72.3, 69.3, 68.2, 64.5, 64.1, 63.8, 60.6, 55.0, 52.8, 51.1, 50.3, 37.5, 37.1, 33.8, 33.0, 30.3, 28.8, 23.1, 16.9, 14.0, 10.6.

[M + H]+

[M + H]+ Calcd for C56H72N9O23S 1270.4456

[M + Na]+

[M + Na]+ Calcd for C56H71N9NaO23S 1292.4276

[M − H]−

[M − H]− Calcd for C56H70N9O23S 1268.4311

Elemental analysis

Anal. Calcd for C56H71N9O23S: C, 52.95; H, 5.63; N, 9.92; S, 2.52.