ID: ALA3764353

Max Phase: Preclinical

Molecular Formula: C35H36ClN3O2

Molecular Weight: 566.15

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(N[C@@H](CCCCNC1CC1c1ccccc1)C(=O)NCc1ccc(Cl)cc1)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C35H36ClN3O2/c36-30-20-14-25(15-21-30)24-38-35(41)32(13-7-8-22-37-33-23-31(33)28-11-5-2-6-12-28)39-34(40)29-18-16-27(17-19-29)26-9-3-1-4-10-26/h1-6,9-12,14-21,31-33,37H,7-8,13,22-24H2,(H,38,41)(H,39,40)/t31?,32-,33?/m0/s1

Standard InChI Key:  VYCWLZJQGMLJOM-OMYKBPHGSA-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: 566.15

Molecular Weight (Monoisotopic): 565.2496

AlogP: 6.74

#Rotatable Bonds: 13

Polar Surface Area: 70.23

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 9.99

CX LogP: 6.75

CX LogD: 4.25

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: -0.65

References

1. Kakizawa T, Mizukami T, Itoh Y, Hasegawa M, Sasaki R, Suzuki T..  (2016)  Evaluation of phenylcyclopropylamine compounds by enzymatic assay of lysine-specific demethylase 2 in the presence of NPAC peptide.,  26  (4): [PMID:26794039] [10.1016/j.bmcl.2016.01.036]

2. Li C, Su M, Zhu W, Kan W, Ge T, Xu G, Wang S, Sheng L, Gao F, Ye Y, Wang J, Zhou Y, Li J, Liu H..  (2022)  Structure-Activity Relationship Study of Indolin-5-yl-cyclopropanamine Derivatives as Selective Lysine Specific Demethylase 1 (LSD1) Inhibitors.,  65  (5.0): [PMID:35200034] [10.1021/acs.jmedchem.1c02156]

Source

Source(1):

• Scientific Literature