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

ID: ALA3781511

Chembl Id: CHEMBL3781511

PubChem CID: 135738246

Max Phase: Preclinical

Molecular Formula: C17H14N4O2

Molecular Weight: 306.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC1=C(c2nc3ccccc3[nH]2)C(=O)CN1c1cccc(O)c1

Standard InChI:  InChI=1S/C17H14N4O2/c18-16-15(17-19-12-6-1-2-7-13(12)20-17)14(23)9-21(16)10-4-3-5-11(22)8-10/h1-8,22H,9,18H2,(H,19,20)

Standard InChI Key:  TUPZGSRWDICQJM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3781511

   ---

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: 306.33

Molecular Weight (Monoisotopic): 306.1117

AlogP: 1.99

#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: 4.33

CX LogP: 2.71

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -0.89

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