(2S)-1-[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]hexanoyl]amino]-4-methyl-pentanoyl]-N-[(1R)-1-[[(1S)-1-carbamoyl-3-methylsulfanyl-propyl]carbamoyl]-2-methyl-propyl]pyrrolidine-2-carboxamide

ID: ALA4749693

Chembl Id: CHEMBL4749693

PubChem CID: 162651758

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](CCCCN)NC(=O)[C@@H](N)Cc1c[nH]c2ccccc12)C(C)C)C(N)=O

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

Standard InChI Key:  ZTCNECLWBSEGTQ-QGYPRGEPSA-N

Alternative Forms

1. Parent:

   

   ALA4749693

   ---

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: 11.97

CX Basic pKa: 15.78

CX LogP: 0.62

CX LogD: -2.43

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.08

Np Likeness Score: -0.19

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