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

ID: ALA1093100

Chembl Id: CHEMBL1093100

Cas Number: 1126602-42-3

PubChem CID: 25218207

Max Phase: Preclinical

Molecular Formula: C17H15N5S

Molecular Weight: 321.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(Sc2cccc3[nH]c4nc(N)nc(N)c4c23)cc1

Standard InChI:  InChI=1S/C17H15N5S/c1-9-5-7-10(8-6-9)23-12-4-2-3-11-13(12)14-15(18)21-17(19)22-16(14)20-11/h2-8H,1H3,(H5,18,19,20,21,22)

Standard InChI Key:  IMNBYLUXBBXZIY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1093100

   5-(p-tolylthio)-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: 321.41

Molecular Weight (Monoisotopic): 321.1048

AlogP: 3.74

#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: 3.85

CX LogD: 2.71

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: -1.01

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, 

3. Xu Y,Xue D,Bankhead A,Neamati N.  (2020)  Why All the Fuss about Oxidative Phosphorylation (OXPHOS)?,  63  (23.0): [PMID:33103432] [10.1021/acs.jmedchem.0c01013]

Source

Source(2):

• Scientific Literature
• BindingDB Database