5-Amino-1-(3-hydroxyphenyl)-4-(6-methyl-1H-benzimidazol-2-yl)-1,2-dihydro-3H-pyrrol-3-one

ID: ALA3781980

Chembl Id: CHEMBL3781980

PubChem CID: 135773888

Max Phase: Preclinical

Molecular Formula: C18H16N4O2

Molecular Weight: 320.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc(C3=C(N)N(c4cccc(O)c4)CC3=O)[nH]c2c1

Standard InChI:  InChI=1S/C18H16N4O2/c1-10-5-6-13-14(7-10)21-18(20-13)16-15(24)9-22(17(16)19)11-3-2-4-12(23)8-11/h2-8,23H,9,19H2,1H3,(H,20,21)

Standard InChI Key:  GKDUYBVIKCSGHF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3781980

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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: 320.35

Molecular Weight (Monoisotopic): 320.1273

AlogP: 2.29

#Rotatable Bonds: 2

Polar Surface Area: 95.24

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.64

CX Basic pKa: 4.54

CX LogP: 3.23

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -1.03

References

1. Gryshchenko AA, Tarnavskiy SS, Levchenko KV, Bdzhola VG, Volynets GP, Golub AG, Ruban TP, Vygranenko KV, Lukash LL, Yarmoluk SM..  (2016)  Design, synthesis and biological evaluation of 5-amino-4-(1H-benzoimidazol-2-yl)-phenyl-1,2-dihydro-pyrrol-3-ones as inhibitors of protein kinase FGFR1.,  24  (9): [PMID:27017541] [10.1016/j.bmc.2016.03.036]

Source

Source(1):

• Scientific Literature