ID: ALA508964

Max Phase: Preclinical

Molecular Formula: C14H11N3O

Molecular Weight: 237.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Nc1ccccc1)c1n[nH]c2ccccc12

Standard InChI:  InChI=1S/C14H11N3O/c18-14(15-10-6-2-1-3-7-10)13-11-8-4-5-9-12(11)16-17-13/h1-9H,(H,15,18)(H,16,17)

Standard InChI Key:  XQJXNILPLUCHQG-UHFFFAOYSA-N

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

Properties

Molecular Weight: 237.26

Molecular Weight (Monoisotopic): 237.0902

AlogP: 2.82

#Rotatable Bonds: 2

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.83

CX Basic pKa:

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.72

Np Likeness Score: -1.74

References

1. Wyatt PG, Woodhead AJ, Berdini V, Boulstridge JA, Carr MG, Cross DM, Davis DJ, Devine LA, Early TR, Feltell RE, Lewis EJ, McMenamin RL, Navarro EF, O'Brien MA, O'Reilly M, Reule M, Saxty G, Seavers LC, Smith DM, Squires MS, Trewartha G, Walker MT, Woolford AJ..  (2008)  Identification of N-(4-piperidinyl)-4-(2,6-dichlorobenzoylamino)-1H-pyrazole-3-carboxamide (AT7519), a novel cyclin dependent kinase inhibitor using fragment-based X-ray crystallography and structure based drug design.,  51  (16): [PMID:18656911] [10.1021/jm800382h]

2. Sánchez-Martínez C, Gelbert LM, Lallena MJ, de Dios A..  (2015)  Cyclin dependent kinase (CDK) inhibitors as anticancer drugs.,  25  (17): [PMID:26115571] [10.1016/j.bmcl.2015.05.100]

3. Nakano H, Hasegawa T, Imamura R, Saito N, Kojima H, Okabe T, Nagano T..  (2016)  Development of a potent and selective FLT3 kinase inhibitor by systematic expansion of a non-selective fragment-screening hit.,  26  (9): [PMID:26995531] [10.1016/j.bmcl.2016.03.006]

4. Arepalli SK, Lee C, Jung JK, Kim Y, Lee K, Lee H..  (2019)  Synthesis of N-arylindazole-3-carboxamide and N-benzoylindazole derivatives and their evaluation against α-MSH-stimulated melanogenesis.,  29  (18): [PMID:31387790] [10.1016/j.bmcl.2019.07.055]

Source

Source(1):

• Scientific Literature