10-methoxy-(1S,13bS)-1H,2H,7H,8H,13H-[1,6,2]oxathiazepino[3,2-a]b-carbolin-1-amine

ID: ALA2112490

Chembl Id: CHEMBL2112490

PubChem CID: 3009849

Max Phase: Preclinical

Molecular Formula: C15H19N3O2S

Molecular Weight: 305.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c3c(c2c1)CCN1OCSC[C@@H](N)[C@@H]31

Standard InChI:  InChI=1S/C15H19N3O2S/c1-19-9-2-3-13-11(6-9)10-4-5-18-15(14(10)17-13)12(16)7-21-8-20-18/h2-3,6,12,15,17H,4-5,7-8,16H2,1H3/t12-,15+/m1/s1

Standard InChI Key:  MPFANRNNAVICML-DOMZBBRYSA-N

Alternative Forms

1. Parent:

   

   ALA2112490

   (2S,3S)-14-methoxy-7-oxa-5-thia-8,18-diazatetracyclo[9.7.0.02,8.012,17]octadeca-1(11),12(17),13,15-tetraen-3-amine

Molecule Features

Natural Product: Yes

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: 305.40

Molecular Weight (Monoisotopic): 305.1198

AlogP: 2.04

#Rotatable Bonds: 1

Polar Surface Area: 63.51

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: 1.02

CX LogD: -0.38

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.84

Np Likeness Score: 0.89

References

1. Van Maarseveen JH, Hermkens PH, De Clercq E, Balzarini J, Scheeren HW, Kruse CG..  (1992)  Antiviral and antitumor structure-activity relationship studies on tetracyclic eudistomines.,  35  (17): [PMID:1324318] [10.1021/jm00095a019]

Source

Source(1):

• Scientific Literature