ID: ALA4864352

Max Phase: Preclinical

Molecular Formula: C23H27F2N3O2

Molecular Weight: 415.48

Molecule Type: Unknown

Representations

Canonical SMILES:  CN1CCN(C(=O)CNC2CC2c2cc(F)cc(F)c2OCc2ccccc2)CC1

Standard InChI:  InChI=1S/C23H27F2N3O2/c1-27-7-9-28(10-8-27)22(29)14-26-21-13-18(21)19-11-17(24)12-20(25)23(19)30-15-16-5-3-2-4-6-16/h2-6,11-12,18,21,26H,7-10,13-15H2,1H3

Standard InChI Key:  GNKCLVXPAGTZSF-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 415.48

Molecular Weight (Monoisotopic): 415.2071

AlogP: 2.76

#Rotatable Bonds: 7

Polar Surface Area: 44.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.05

CX LogP: 2.59

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.76

Np Likeness Score: -1.11

References

1. Dai XJ, Liu Y, Xiong XP, Xue LP, Zheng YC, Liu HM..  (2020)  Tranylcypromine Based Lysine-Specific Demethylase 1 Inhibitor: Summary and Perspective.,  63  (23.0): [PMID:32931269] [10.1021/acs.jmedchem.0c00919]

2. Kitagawa H, Kikuchi M, Sato S, Watanabe H, Umezawa N, Kato M, Hisamatsu Y, Umehara T, Higuchi T..  (2021)  Structure-Based Identification of Potent Lysine-Specific Demethylase 1 Inhibitor Peptides and Temporary Cyclization to Enhance Proteolytic Stability and Cell Growth-Inhibitory Activity.,  64  (7.0): [PMID:33754721] [10.1021/acs.jmedchem.0c01371]

3. Koda Y, Sato S, Yamamoto H, Niwa H, Watanabe H, Watanabe C, Sato T, Nakamura K, Tanaka A, Shirouzu M, Honma T, Fukami T, Koyama H, Umehara T..  (2022)  Design and Synthesis of Tranylcypromine-Derived LSD1 Inhibitors with Improved hERG and Microsomal Stability Profiles.,  13  (5.0): [PMID:35586426] [10.1021/acsmedchemlett.2c00120]

Source

Source(1):

• Scientific Literature