(4aR,6S,7R,7aS)-7-[2-((S)-2-Amino-3-methyl-butyrylsulfamoyl)-acetylamino]-4-carbamoyl-6-hydroxy-2-methyl-2,4a,5,6,7,7a-hexahydro-1H-[2]pyrindine-7-carboxylic acid

ID: ALA74755

Chembl Id: CHEMBL74755

PubChem CID: 10322703

Max Phase: Preclinical

Molecular Formula: C18H29N5O8S

Molecular Weight: 475.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](N)C(=O)NS(=O)(=O)CC(=O)N[C@]1(C(=O)O)[C@@H]2CN(C)C=C(C(N)=O)[C@@H]2C[C@@H]1O

Standard InChI:  InChI=1S/C18H29N5O8S/c1-8(2)14(19)16(27)22-32(30,31)7-13(25)21-18(17(28)29)11-6-23(3)5-10(15(20)26)9(11)4-12(18)24/h5,8-9,11-12,14,24H,4,6-7,19H2,1-3H3,(H2,20,26)(H,21,25)(H,22,27)(H,28,29)/t9-,11+,12-,14-,18+/m0/s1

Standard InChI Key:  XQLMQZYDYIYOIJ-JTWKAETMSA-N

Alternative Forms

1. Parent:

   

   ALA74755

   (4aR,6S,7R,7aS)-7-[2-((S)-2-Amino-3-methyl-butyrylsulfamoyl)-acetylamino]-4-carbamoyl-6-hydroxy-2-methyl-2,4a,5,6,7,7a-hexahydro-1H-[2]pyrindine-7-carboxylic acid

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: 475.52

Molecular Weight (Monoisotopic): 475.1737

AlogP: -3.33

#Rotatable Bonds: 8

Polar Surface Area: 222.22

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.04

CX Basic pKa: 6.96

CX LogP: -5.37

CX LogD: -7.26

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.20

Np Likeness Score: 0.23

References

1. Banwell MG, Crasto CF, Easton CJ, Forrest AK, Karoli T, March DR, Mensah L, Nairn MR, O'Hanlon PJ, Oldham MD, Yue W..  (2000)  Analogues of SB-203207 as inhibitors of tRNA synthetases.,  10  (20): [PMID:11055334] [10.1016/s0960-894x(00)00456-x]

2. Zhao Y, Wang Q, Meng Q, Ding D, Yang H, Gao G, Li D, Zhu W, Zhou H..  (2012)  Identification of Trypanosoma brucei leucyl-tRNA synthetase inhibitors by pharmacophore- and docking-based virtual screening and synthesis.,  20  (3): [PMID:22249121] [10.1016/j.bmc.2011.12.035]

Source

Source(1):

• Scientific Literature