5-(phenylthio)-9H-pyrimido[4,5-b]indole-2,4-diamine

ID: ALA1093099

Chembl Id: CHEMBL1093099

PubChem CID: 25181586

Max Phase: Preclinical

Molecular Formula: C16H13N5S

Molecular Weight: 307.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c2c(n1)[nH]c1cccc(Sc3ccccc3)c12

Standard InChI:  InChI=1S/C16H13N5S/c17-14-13-12-10(19-15(13)21-16(18)20-14)7-4-8-11(12)22-9-5-2-1-3-6-9/h1-8H,(H5,17,18,19,20,21)

Standard InChI Key:  DXZCXZCCPLYVDG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1093099

   5-(phenylthio)-9H-pyrimido[4,5-b]indole-2,4-diamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 307.38

Molecular Weight (Monoisotopic): 307.0892

AlogP: 3.43

#Rotatable Bonds: 2

Polar Surface Area: 93.61

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.95

CX Basic pKa: 8.51

CX LogP: 3.34

CX LogD: 2.20

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -0.90

References

1. Gangjee A, Zaware N, Raghavan S, Ihnat M, Shenoy S, Kisliuk RL..  (2010)  Single agents with designed combination chemotherapy potential: synthesis and evaluation of substituted pyrimido[4,5-b]indoles as receptor tyrosine kinase and thymidylate synthase inhibitors and as antitumor agents.,  53  (4): [PMID:20092323] [10.1021/jm9011142]

2.  (2016)  Tricyclic compounds having cytostatic and/or cytotoxic activity and methods of use thereof, 

Source

Source(2):

• Scientific Literature
• BindingDB Database