(4aR,6S,7R,7aS)-4-Carbamoyl-2-methyl-6-((S)-3-methyl-pentanoyloxy)-7-[2-((S)-3-methyl-pentanoylsulfamoyl)-acetylamino]-2,4a,5,6,7,7a-hexahydro-1H-[2]pyrindine-7-carboxylic acid methyl ester

ID: ALA75218

Chembl Id: CHEMBL75218

PubChem CID: 44312814

Max Phase: Preclinical

Molecular Formula: C26H42N4O9S

Molecular Weight: 586.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)CC(=O)NS(=O)(=O)CC(=O)N[C@@]1(C(=O)OC)[C@@H](OC(=O)C[C@@H](C)CC)C[C@H]2C(C(N)=O)=CN(C)C[C@H]21

Standard InChI:  InChI=1S/C26H42N4O9S/c1-7-15(3)9-21(31)29-40(36,37)14-22(32)28-26(25(35)38-6)19-13-30(5)12-18(24(27)34)17(19)11-20(26)39-23(33)10-16(4)8-2/h12,15-17,19-20H,7-11,13-14H2,1-6H3,(H2,27,34)(H,28,32)(H,29,31)/t15-,16-,17-,19+,20-,26+/m0/s1

Standard InChI Key:  RMCUVBCFBDYRDD-JVVDZNOMSA-N

Alternative Forms

1. Parent:

   

   ALA75218

   methyl (4aR,6S,7R,7aS)-4-carbamoyl-2-methyl-6-[(3S)-3-methylpentanoyl]oxy-7-[[2-[[(3S)-3-methylpentanoyl]sulfamoyl]acetyl]amino]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyridine-7-carboxylate

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: 586.71

Molecular Weight (Monoisotopic): 586.2672

AlogP: 0.20

#Rotatable Bonds: 13

Polar Surface Area: 191.27

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.97

CX Basic pKa: 0.22

CX LogP: 0.26

CX LogD: -0.68

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: 0.35

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]

Source

Source(1):

• Scientific Literature