5-((1-benzyl-2-methyl-1H-indol-3-yl)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

ID: ALA3589677

Chembl Id: CHEMBL3589677

PubChem CID: 988173

Max Phase: Preclinical

Molecular Formula: C21H17N3O2S

Molecular Weight: 375.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C=C2C(=O)NC(=S)NC2=O)c2ccccc2n1Cc1ccccc1

Standard InChI:  InChI=1S/C21H17N3O2S/c1-13-16(11-17-19(25)22-21(27)23-20(17)26)15-9-5-6-10-18(15)24(13)12-14-7-3-2-4-8-14/h2-11H,12H2,1H3,(H2,22,23,25,26,27)

Standard InChI Key:  KEGCBRLFQCHGNL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3589677

   5-[(1-Benzyl-2-methyl-1H-indol-3-YL)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione

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: 375.45

Molecular Weight (Monoisotopic): 375.1041

AlogP: 2.91

#Rotatable Bonds: 3

Polar Surface Area: 63.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.44

CX Basic pKa:

CX LogP: 3.92

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: -1.16

References

1. Penthala NR, Crooks PA, Freeman ML, Sekhar KR..  (2015)  Development and validation of a novel assay to identify radiosensitizers that target nucleophosmin 1.,  23  (13): [PMID:25922180] [10.1016/j.bmc.2015.04.018]

2. Penthala NR, Ketkar A, Sekhar KR, Freeman ML, Eoff RL, Balusu R, Crooks PA..  (2015)  1-Benzyl-2-methyl-3-indolylmethylene barbituric acid derivatives: Anti-cancer agents that target nucleophosmin 1 (NPM1).,  23  (22): [PMID:26602084] [10.1016/j.bmc.2015.10.019]

Source

Source(1):

• Scientific Literature