(2S)-N-[(1S)-1-[[(1S)-1-[[(1S)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]carbamoyl]-3-methylsulfanyl-propyl]carbamoyl]-2-methyl-propyl]-1-[(2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-4-methyl-pentanoyl]pyrrolidine-2-carboxamide

ID: ALA4778383

Chembl Id: CHEMBL4778383

PubChem CID: 162644513

Max Phase: Preclinical

Molecular Formula: C38H61N9O6S

Molecular Weight: 772.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CCCCN)C(C)C)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O

Standard InChI:  InChI=1S/C38H61N9O6S/c1-22(2)19-30(45-34(49)26(40)12-8-9-16-39)38(53)47-17-10-14-31(47)36(51)46-32(23(3)4)37(52)43-28(15-18-54-5)35(50)44-29(33(41)48)20-24-21-42-27-13-7-6-11-25(24)27/h6-7,11,13,21-23,26,28-32,42H,8-10,12,14-20,39-40H2,1-5H3,(H2,41,48)(H,43,52)(H,44,50)(H,45,49)(H,46,51)/t26-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  VEBKZNFIUJLCFB-LQPYQXOBSA-N

Alternative Forms

1. Parent:

   

   ALA4778383

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 772.03

Molecular Weight (Monoisotopic): 771.4466

AlogP: 1.04

#Rotatable Bonds: 22

Polar Surface Area: 247.63

Molecular Species: BASE

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.94

CX Basic pKa: 15.80

CX LogP: 0.62

CX LogD: -2.79

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.08

Np Likeness Score: -0.20

References

1. Correia, Cristiana, Xavier, Cristina P. R., Duarte, Diana, Ferreira, Abigail, Moreira, Sara, Vasconcelos, M. Helena, Vale, Nuno.  (2020)  Development of potent CPP6-gemcitabine conjugates against human prostate cancer cell line (PC-3),  11  (2): [PMID:33479633] [10.1039/c9md00489k]

Source

Source(1):

• Scientific Literature