(S)-(-)-N-(3-(3,6-Dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-6-methoxypyridin-2-amine

ID: ALA3265238

Chembl Id: CHEMBL3265238

Cas Number: 1597443-57-6

PubChem CID: 90656115

Max Phase: Preclinical

Molecular Formula: C21H18Br2FN3O

Molecular Weight: 507.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(NC[C@H](F)Cn2c3ccc(Br)cc3c3cc(Br)ccc32)n1

Standard InChI:  InChI=1S/C21H18Br2FN3O/c1-28-21-4-2-3-20(26-21)25-11-15(24)12-27-18-7-5-13(22)9-16(18)17-10-14(23)6-8-19(17)27/h2-10,15H,11-12H2,1H3,(H,25,26)/t15-/m0/s1

Standard InChI Key:  GAQWKARFCURWKO-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA3265238

   (S)-N-(3-(3,6-Dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-6-methoxypyridin-2-amine

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: 507.20

Molecular Weight (Monoisotopic): 504.9801

AlogP: 6.17

#Rotatable Bonds: 6

Polar Surface Area: 39.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.56

CX LogP: 6.20

CX LogD: 6.20

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: -1.11

References

1. Naidoo J, De Jesus-Cortes H, Huntington P, Estill S, Morlock LK, Starwalt R, Mangano TJ, Williams NS, Pieper AA, Ready JM..  (2014)  Discovery of a neuroprotective chemical, (S)-N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-6-methoxypyridin-2-amine [(-)-P7C3-S243], with improved druglike properties.,  57  (9): [PMID:24697290] [10.1021/jm401919s]

Source

Source(1):

• Scientific Literature