N3-(2-chloro-6-phenoxybenzyl)-4H-1,2,4-triazole-3,5-diamine

ID: ALA3621615

Chembl Id: CHEMBL3621615

PubChem CID: 2806094

Max Phase: Preclinical

Molecular Formula: C15H14ClN5O

Molecular Weight: 315.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nnc(NCc2c(Cl)cccc2Oc2ccccc2)[nH]1

Standard InChI:  InChI=1S/C15H14ClN5O/c16-12-7-4-8-13(22-10-5-2-1-3-6-10)11(12)9-18-15-19-14(17)20-21-15/h1-8H,9H2,(H4,17,18,19,20,21)

Standard InChI Key:  KRCUOVZXEJFNAE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3621615

   3-N-[(2-chloro-6-phenoxyphenyl)methyl]-1H-1,2,4-triazole-3,5-diamine

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

Calculated Properties

Molecular Weight: 315.76

Molecular Weight (Monoisotopic): 315.0887

AlogP: 3.44

#Rotatable Bonds: 5

Polar Surface Area: 88.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: 4.04

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: -1.07

References

1. Kutz CJ, Holshouser SL, Marrow EA, Woster PM..  (2014)  3,5-Diamino-1,2,4-triazoles as a novel scaffold for potent, reversible LSD1 (KDM1A) inhibitors.,  5  (12): [PMID:25580204] [10.1039/c4md00283k]

2. Schulz-Fincke J, Hau M, Barth J, Robaa D, Willmann D, Kürner A, Haas J, Greve G, Haydn T, Fulda S, Lübbert M, Lüdeke S, Berg T, Sippl W, Schüle R, Jung M..  (2018)  Structure-activity studies on N-Substituted tranylcypromine derivatives lead to selective inhibitors of lysine specific demethylase 1 (LSD1) and potent inducers of leukemic cell differentiation.,  144  [PMID:29247860] [10.1016/j.ejmech.2017.12.001]

3. Holshouser S, Dunworth M, Murray-Stewart T, Peterson YK, Burger P, Kirkpatrick J, Chen HH, Casero RA, Woster PM..  (2019)  Dual inhibitors of LSD1 and spermine oxidase.,  10  (5): [PMID:31191868] [10.1039/C8MD00610E]

4. Kumar V,Rosse G.  (2016)  Aminotriazole and Aminotetrazole Inhibitors of LSD1 as Epigenetic Modulators.,  7  (2.0): [PMID:26985286] [10.1021/acsmedchemlett.5b00383]

Source

Source(1):

• Scientific Literature