ID: ALA4291554

Max Phase: Preclinical

Molecular Formula: C21H23N5O5

Molecular Weight: 425.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C2C(C#N)=C(N)Oc3[nH]nc(CCC4CCCC4)c32)cc([N+](=O)[O-])c1O

Standard InChI:  InChI=1S/C21H23N5O5/c1-30-16-9-12(8-15(19(16)27)26(28)29)17-13(10-22)20(23)31-21-18(17)14(24-25-21)7-6-11-4-2-3-5-11/h8-9,11,17,27H,2-7,23H2,1H3,(H,24,25)

Standard InChI Key:  IVLBXEVUQRABEZ-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: 425.45

Molecular Weight (Monoisotopic): 425.1699

AlogP: 3.37

#Rotatable Bonds: 6

Polar Surface Area: 160.32

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.31

CX Basic pKa: 3.06

CX LogP: 3.34

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.06

References

1. Zheng X, Jiang Z, Li X, Zhang C, Li Z, Wu Y, Wang X, Zhang C, Luo HB, Xu J, Wu D..  (2018)  Screening, synthesis, crystal structure, and molecular basis of 6-amino-4-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles as novel AKR1C3 inhibitors.,  26  (22): [PMID:30429100] [10.1016/j.bmc.2018.10.044]

Source

Source(1):

• Scientific Literature