3,4-Dihydro-N-[(2S)-3-[(2-hydroxy-3-carboxamidophenyl)thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine

ID: ALA562237

Chembl Id: CHEMBL562237

PubChem CID: 44190053

Max Phase: Preclinical

Molecular Formula: C20H24N2O3S2

Molecular Weight: 404.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](CN[C@@H]1COc2ccccc2SC1)CSc1cccc(C(N)=O)c1O

Standard InChI:  InChI=1S/C20H24N2O3S2/c1-13(11-26-18-8-4-5-15(19(18)23)20(21)24)9-22-14-10-25-16-6-2-3-7-17(16)27-12-14/h2-8,13-14,22-23H,9-12H2,1H3,(H2,21,24)/t13-,14+/m0/s1

Standard InChI Key:  NWSCHPALYJPOKR-UONOGXRCSA-N

Alternative Forms

1. Parent:

   

   ALA562237

   3-[(2S)-3-[[(3R)-3,4-dihydro-2H-1,5-benzoxathiepin-3-yl]amino]-2-methylpropyl]sulfanyl-2-hydroxybenzamide

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: 404.56

Molecular Weight (Monoisotopic): 404.1228

AlogP: 3.36

#Rotatable Bonds: 7

Polar Surface Area: 84.58

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.91

CX Basic pKa: 9.36

CX LogP: 2.69

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -0.37

References

1. Le Grand B, Pignier C, Létienne R, Colpaert F, Cuisiat F, Rolland F, Mas A, Borras M, Vacher B..  (2009)  Na+ currents in cardioprotection: better to be late.,  52  (14): [PMID:19514733] [10.1021/jm900296e]

Source

Source(1):

• Scientific Literature