4-((3-((4,6-dioxo-2-thioxotetrahydropyrimidin-5(6H)-ylidene)methyl)-2-methyl-1H-indol-1-yl)methyl)benzonitrile

ID: ALA3589679

Chembl Id: CHEMBL3589679

PubChem CID: 122181027

Max Phase: Preclinical

Molecular Formula: C22H16N4O2S

Molecular Weight: 400.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C=C2C(=O)NC(=S)NC2=O)c2ccccc2n1Cc1ccc(C#N)cc1

Standard InChI:  InChI=1S/C22H16N4O2S/c1-13-17(10-18-20(27)24-22(29)25-21(18)28)16-4-2-3-5-19(16)26(13)12-15-8-6-14(11-23)7-9-15/h2-10H,12H2,1H3,(H2,24,25,27,28,29)

Standard InChI Key:  LJPUPOAJKRRJCE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3589679

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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: 400.46

Molecular Weight (Monoisotopic): 400.0994

AlogP: 2.78

#Rotatable Bonds: 3

Polar Surface Area: 86.92

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.44

CX Basic pKa:

CX LogP: 3.78

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -1.43

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