(2S)-N-[(1S,2R)-1-[[(1S)-1-[[(1S)-5-amino-1-carbamoyl-pentyl]carbamoyl]-3-methyl-butyl]carbamoyl]-2-hydroxy-propyl]-1-[(2S)-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-3-methyl-butanoyl]pyrrolidine-2-carboxamide

ID: ALA4746302

Chembl Id: CHEMBL4746302

PubChem CID: 162648565

Max Phase: Preclinical

Molecular Formula: C37H59N9O7

Molecular Weight: 741.94

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H59N9O7/c1-20(2)17-28(34(50)42-27(32(40)48)13-8-9-15-38)43-36(52)31(22(5)47)45-35(51)29-14-10-16-46(29)37(53)30(21(3)4)44-33(49)25(39)18-23-19-41-26-12-7-6-11-24(23)26/h6-7,11-12,19-22,25,27-31,41,47H,8-10,13-18,38-39H2,1-5H3,(H2,40,48)(H,42,50)(H,43,52)(H,44,49)(H,45,51)/t22-,25+,27+,28+,29+,30+,31+/m1/s1

Standard InChI Key:  PJMXJJSTWAKVGS-XSEWFZHNSA-N

Alternative Forms

1. Parent:

   

   ALA4746302

   ---

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: 741.94

Molecular Weight (Monoisotopic): 741.4537

AlogP: -0.33

#Rotatable Bonds: 20

Polar Surface Area: 267.86

Molecular Species: BASE

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.76

CX Basic pKa: 10.19

CX LogP: -0.79

CX LogD: -3.71

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.08

Np Likeness Score: 0.12

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