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

ID: ALA421500

Chembl Id: CHEMBL421500

PubChem CID: 10028496

Max Phase: Preclinical

Molecular Formula: C19H31N5O8S

Molecular Weight: 489.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)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/C19H31N5O8S/c1-9(2)4-13(20)17(28)23-33(31,32)8-15(26)22-19(18(29)30)12-7-24(3)6-11(16(21)27)10(12)5-14(19)25/h6,9-10,12-14,25H,4-5,7-8,20H2,1-3H3,(H2,21,27)(H,22,26)(H,23,28)(H,29,30)/t10-,12+,13-,14-,19+/m0/s1

Standard InChI Key:  YABWOCJHKKFQIN-PQFXGCPVSA-N

Alternative Forms

1. Parent:

   

   ALA421500

   (4aR,6S,7R,7aS)-7-[2-((S)-2-Amino-4-methyl-pentanoylsulfamoyl)-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: 489.55

Molecular Weight (Monoisotopic): 489.1893

AlogP: -2.94

#Rotatable Bonds: 9

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: 3.05

CX Basic pKa: 6.87

CX LogP: -5.01

CX LogD: -6.94

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.19

Np Likeness Score: 0.29

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