ID: ALA3338418

Max Phase: Preclinical

Molecular Formula: C20H19N5O2

Molecular Weight: 361.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NO)c1ccc2c(c1)C[C@H](Nc1nccc(-c3cccnc3)n1)CC2

Standard InChI:  InChI=1S/C20H19N5O2/c26-19(25-27)14-4-3-13-5-6-17(11-16(13)10-14)23-20-22-9-7-18(24-20)15-2-1-8-21-12-15/h1-4,7-10,12,17,27H,5-6,11H2,(H,25,26)(H,22,23,24)/t17-/m1/s1

Standard InChI Key:  MWLFQRZKKHIDTM-QGZVFWFLSA-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: 361.40

Molecular Weight (Monoisotopic): 361.1539

AlogP: 2.63

#Rotatable Bonds: 4

Polar Surface Area: 100.03

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.21

CX Basic pKa: 4.34

CX LogP: 2.42

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -1.08

References

1. Tang G, Wong JC, Zhang W, Wang Z, Zhang N, Peng Z, Zhang Z, Rong Y, Li S, Zhang M, Yu L, Feng T, Zhang X, Wu X, Wu JZ, Chen L..  (2014)  Identification of a novel aminotetralin class of HDAC6 and HDAC8 selective inhibitors.,  57  (19): [PMID:25238284] [10.1021/jm5008962]

2. Lin X, Chen W, Qiu Z, Guo L, Zhu W, Li W, Wang Z, Zhang W, Zhang Z, Rong Y, Zhang M, Yu L, Zhong S, Zhao R, Wu X, Wong JC, Tang G..  (2015)  Design and synthesis of orally bioavailable aminopyrrolidinone histone deacetylase 6 inhibitors.,  58  (6): [PMID:25734520] [10.1021/jm502011f]

Source

Source(1):

• Scientific Literature