(1S*,2R*)-N-(3-nitrobenzyl)-2-phenylcyclopropan-1-amine

ID: ALA4281778

Chembl Id: CHEMBL4281778

PubChem CID: 145980623

Max Phase: Preclinical

Molecular Formula: C16H16N2O2

Molecular Weight: 268.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc(CN[C@H]2C[C@@H]2c2ccccc2)c1

Standard InChI:  InChI=1S/C16H16N2O2/c19-18(20)14-8-4-5-12(9-14)11-17-16-10-15(16)13-6-2-1-3-7-13/h1-9,15-17H,10-11H2/t15-,16+/m1/s1

Standard InChI Key:  SASCNLRSTSEASB-CVEARBPZSA-N

Alternative Forms

1. Parent:

   

   ALA4281778

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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: 268.32

Molecular Weight (Monoisotopic): 268.1212

AlogP: 3.24

#Rotatable Bonds: 5

Polar Surface Area: 55.17

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.72

CX LogP: 3.44

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -1.20

References

1. 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]

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]

Source

Source(1):

• Scientific Literature