(1R,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl 4-amino-5-chloro-2-methoxybenzoate

ID: ALA201621

Chembl Id: CHEMBL201621

PubChem CID: 11493559

Max Phase: Preclinical

Molecular Formula: C16H21ClN2O3

Molecular Weight: 324.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(N)c(Cl)cc1C(=O)OC[C@@H]1CCN2CCC[C@@H]12

Standard InChI:  InChI=1S/C16H21ClN2O3/c1-21-15-8-13(18)12(17)7-11(15)16(20)22-9-10-4-6-19-5-2-3-14(10)19/h7-8,10,14H,2-6,9,18H2,1H3/t10-,14-/m0/s1

Standard InChI Key:  JTBHFVSMJCSNFC-HZMBPMFUSA-N

Alternative Forms

1. Parent:

   

   ALA201621

   (1R,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl 4-amino-5-chloro-2-methoxybenzoate

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: 324.81

Molecular Weight (Monoisotopic): 324.1241

AlogP: 2.57

#Rotatable Bonds: 4

Polar Surface Area: 64.79

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.17

CX LogP: 2.14

CX LogD: -0.55

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -0.18

References

1. Becker DP, Flynn DL, Moormann AE, Nosal R, Villamil CI, Loeffler R, Gullikson GW, Moummi C, Yang DC..  (2006)  Pyrrolizidine esters and amides as 5-HT4 receptor agonists and antagonists.,  49  (3): [PMID:16451077] [10.1021/jm0509501]

Source

Source(1):

• Scientific Literature