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(S)-2-methylquinolin-8-yl 3-(2-amino-4-methylpentanamido)propane-1-sulfonate ID: ALA3747198
PubChem CID: 127042868
Max Phase: Preclinical
Molecular Formula: C19H27N3O4S
Molecular Weight: 393.51
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: Cc1ccc2cccc(OS(=O)(=O)CCCNC(=O)[C@@H](N)CC(C)C)c2n1
Standard InChI: InChI=1S/C19H27N3O4S/c1-13(2)12-16(20)19(23)21-10-5-11-27(24,25)26-17-7-4-6-15-9-8-14(3)22-18(15)17/h4,6-9,13,16H,5,10-12,20H2,1-3H3,(H,21,23)/t16-/m0/s1
Standard InChI Key: VONZJVPQGYIGDK-INIZCTEOSA-N
Molfile:
RDKit 2D
27 28 0 0 0 0 0 0 0 0999 V2000
-3.6288 -3.1588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.5870 -3.7544 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
-3.6238 -4.3586 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-7.5003 -9.9301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-6.4586 -10.5257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-5.1622 -9.7694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.4527 -12.0265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-7.7491 -12.7828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-7.7444 -13.9828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-8.7908 -12.1872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.1205 -10.3650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-5.1681 -8.2686 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-3.8717 -7.5123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.8775 -6.0115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.5812 -5.2552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.2907 -2.9981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.2964 -1.4973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.2964 1.4973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.6111 0.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.6111 -0.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 0.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 -0.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.2964 -1.4973 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.5929 -0.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.5929 0.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.2964 1.4973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6321 -1.3486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 2 0
3 2 2 0
4 5 1 0
5 6 1 0
5 7 1 6
7 8 1 0
8 9 1 0
8 10 1 0
6 11 2 0
6 12 1 0
12 13 1 0
13 14 1 0
14 15 1 0
15 2 1 0
2 16 1 0
16 17 1 0
17 22 2 0
21 18 2 0
18 19 1 0
19 20 2 0
20 17 1 0
21 22 1 0
22 23 1 0
23 24 2 0
24 25 1 0
25 26 2 0
26 21 1 0
24 27 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 393.51Molecular Weight (Monoisotopic): 393.1722AlogP: 2.13#Rotatable Bonds: 9Polar Surface Area: 111.38Molecular Species: NEUTRALHBA: 6HBD: 2#RO5 Violations: ┄HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski): ┄CX Acidic pKa: ┄CX Basic pKa: 8.43CX LogP: 1.50CX LogD: 0.43Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.50Np Likeness Score: -0.76
References 1. Hanaya K, Yoshioka S, Ariyasu S, Aoki S, Shoji M, Sugai T.. (2016) Development of a novel sulfonate ester-based prodrug strategy., 26 (2): [PMID:26642767 ] [10.1016/j.bmcl.2015.11.074 ]