(3aS,8aS)-1,3a-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate

ID: ALA1241427

Chembl Id: CHEMBL1241427

PubChem CID: 21589046

Max Phase: Preclinical

Molecular Formula: C14H19N3O2

Molecular Weight: 261.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)Oc1ccc2c(c1)[C@]1(C)CCN(C)[C@@H]1N2

Standard InChI:  InChI=1S/C14H19N3O2/c1-14-6-7-17(3)12(14)16-11-5-4-9(8-10(11)14)19-13(18)15-2/h4-5,8,12,16H,6-7H2,1-3H3,(H,15,18)/t12-,14-/m0/s1

Standard InChI Key:  GPONHWSDHNCYFZ-JSGCOSHPSA-N

Alternative Forms

1. Parent:

   

   ALA1241427

   [(3aS,8bS)-3,8b-dimethyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-7-yl] N-methylcarbamate

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: 261.32

Molecular Weight (Monoisotopic): 261.1477

AlogP: 1.75

#Rotatable Bonds: 1

Polar Surface Area: 53.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.28

CX LogP: 1.60

CX LogD: 1.57

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.81

Np Likeness Score: 1.03

References

1. Chaudhaery SS, Roy KK, Shakya N, Saxena G, Sammi SR, Nazir A, Nath C, Saxena AK..  (2010)  Novel carbamates as orally active acetylcholinesterase inhibitors found to improve scopolamine-induced cognition impairment: pharmacophore-based virtual screening, synthesis, and pharmacology.,  53  (17): [PMID:20684567] [10.1021/jm100573q]

2.  (2016)  Compositions and methods relating to inhibiting serine hyrdoxymethyltransferase 2 activity, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data