Pasireotide

C₅₈H₆₆N₁₀O₉CAS 396091-73-91047.23 g/mol

Open in Covalent MOL file

Amide Carbamate Ether Lactam Primary amine

Properties

Molecular formula: C₅₈H₆₆N₁₀O₉
Molar mass: 1047.23 g/mol
Exact mass: 1046.5014 Da
logP: 3.37Crippen estimate
Polar surface area: 281.2 Å²
H-bond donors / acceptors: 9 / 11
Rotatable bonds: 17
Stereocentres: R, S, S, R, S, S, Sin 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

396091-73-9

SMILES

C1[C@H](CN2[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C2=O)CC3=CC=CC=C3)CC4=CC=C(C=C4)OCC5=CC=CC=C5)CCCCN)CC6=CNC7=CC=CC=C76)C8=CC=CC=C8)OC(=O)NCCN

InChIKey

VMZMNAABQBOLAK-DBILLSOUSA-N

InChI

InChI=1S/C58H66N10O9/c59-27-13-12-22-46-52(69)64-47(30-38-23-25-42(26-24-38)76-36-39-16-6-2-7-17-39)53(70)66-49(31-37-14-4-1-5-15-37)57(74)68-35-43(77-58(75)61-29-28-60)33-50(68)55(72)67-51(40-18-8-3-9-19-40)56(73)65-48(54(71)63-46)32-41-34-62-45-21-11-10-20-44(41)45/h1-11,14-21,23-26,34,43,46-51,62H,12-13,22,27-33,35-36,59-60H2,(H,61,75)(H,63,71)(H,64,69)(H,65,73)(H,66,70)(H,67,72)/t43-,46+,47+,48-,49+,50+,51+/m1/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), 7.65 (dd, J = 7.9, 1.2 Hz, 1H), 7.40 (dd, J = 8.1, 1.0 Hz, 1H), 7.36 (m, J = 7.7, 1.6 Hz, 2H), 7.36 (m, J = 7.7 Hz, 2H), 7.36 (m, J = 7.7, 1.6 Hz, 1H), 7.30 (m, J = 7.7 Hz, 2H), 7.29 (m, J = 7.7, 1.6 Hz, 2H), 7.29 (m, J = 7.7 Hz, 2H), 7.29 (m, J = 7.7, 1.6 Hz, 1H), 7.22 (m, J = 7.7, 1.6 Hz, 2H), 7.19 (m, J = 7.7, 1.6 Hz, 1H), 7.19 (m, J = 8.1, 7.1, 1.2 Hz, 1H), 7.13 (d, J = 7.7 Hz, 2H), 7.12 (m, J = 7.9, 7.1, 1.0 Hz, 1H), 7.07 (s, 1H), 6.82 (d, J = 7.7 Hz, 2H), 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 (d, J = 5.0 Hz, 1H), 5.35 (quint, J = 7.0 Hz, 1H), 5.09 (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), 4.80 (br t, J = 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 3.81 (d, J = 7.0 Hz, 2H), 3.52 (td, J = 7.0, 5.0 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), 2.96 (t, J = 7.0 Hz, 2H), 2.68 (t, J = 7.0 Hz, 2H), 2.56 (t, J = 7.0 Hz, 2H), 1.80 (q, J = 7.0 Hz, 2H), 1.51 (quint, J = 7.0 Hz, 2H), 1.27 (quint, J = 7.0 Hz, 2H), 1.20 (br s, 2H), 1.20 (br s, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 172.1, 172.1, 172.1, 172.1, 172.1, 171.6, 157.0, 156.3, 144.1, 143.2, 140.8, 136.4, 135.7, 128.8, 128.5, 128.4, 128.3, 127.8, 127.5, 127.3, 127.0, 126.9, 126.6, 125.6, 123.6, 122.0, 120.8, 119.8, 118.3, 113.9, 111.1, 74.8, 68.1, 65.5, 63.5, 59.4, 59.4, 59.4, 57.3, 49.8, 46.4, 46.4, 42.3, 40.3, 40.3, 40.3, 34.2, 33.7, 30.8, 21.3.

[M + H]+

[M + H]+ Calcd for C58H67N10O9 1047.5087

[M + Na]+

[M + Na]+ Calcd for C58H66N10NaO9 1069.4906

[M − H]−

[M − H]− Calcd for C58H65N10O9 1045.4941

Elemental analysis

Anal. Calcd for C58H66N10O9: C, 66.52; H, 6.35; N, 13.38.