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(S)-2-acetylamino-3-{6-carboxy-6-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hex-5-enylsulfanyl}-propionate ID: ALA1907817
PubChem CID: 57394926
Max Phase: Preclinical
Molecular Formula: C18H27N2NaO6S
Molecular Weight: 400.50
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: CC(=O)NC(CSCCCC/C=C(\NC(=O)[C@H]1CC1(C)C)C(=O)O)C(=O)[O-].[Na+]
Standard InChI: InChI=1S/C18H28N2O6S.Na/c1-11(21)19-14(17(25)26)10-27-8-6-4-5-7-13(16(23)24)20-15(22)12-9-18(12,2)3;/h7,12,14H,4-6,8-10H2,1-3H3,(H,19,21)(H,20,22)(H,23,24)(H,25,26);/q;+1/p-1/b13-7-;/t12-,14?;/m1./s1
Standard InChI Key: ULJMRJSJBJICNW-LKYMUALQSA-M
Molfile:
RDKit 2D
29 28 0 0 0 0 0 0 0 0999 V2000
-3.0976 -5.5324 0.0000 Na 0 0 0 0 0 15 0 0 0 0 0 0
5.7701 -3.0268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7909 -3.8439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.4955 -3.4145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.3323 -2.3181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5068 -2.3431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.0691 -1.6385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.8005 -4.5777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.6259 -4.5902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.4568 -0.9255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.3752 -5.2823 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
0.4169 -5.4949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7200 -1.6051 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.0470 -5.3031 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.0512 -3.8815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.0273 -0.2168 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.2519 -1.6635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0006 -4.9071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.2823 -0.9005 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.5699 -4.6444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9904 -3.6313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.4002 -3.8564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.4252 -3.8439 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
0.6379 -6.2954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8642 -2.3764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.8297 -3.1268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.0554 -2.3931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6552 -3.1143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.2802 -2.3784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
3 2 1 0
4 2 1 0
2 5 1 1
6 5 1 0
7 6 1 0
8 22 1 0
9 8 1 0
10 7 1 0
11 8 1 0
12 11 1 0
13 5 2 0
14 9 1 0
15 9 2 0
16 10 2 0
17 7 2 0
18 12 2 0
19 10 1 0
20 3 1 0
21 3 1 0
22 23 1 0
23 26 1 0
24 12 1 0
25 17 1 0
26 28 1 0
27 25 1 0
28 27 1 0
3 4 1 0
2 29 1 6
M CHG 2 1 1 14 -1
M END Associated Targets(non-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: 400.50Molecular Weight (Monoisotopic): 400.1668AlogP: 1.61#Rotatable Bonds: 12Polar Surface Area: 132.80Molecular Species: ACIDHBA: 5HBD: 4#RO5 Violations: ┄HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski): ┄CX Acidic pKa: 3.82CX Basic pKa: ┄CX LogP: 0.94CX LogD: -5.22Aromatic Rings: ┄Heavy Atoms: 27QED Weighted: 0.29Np Likeness Score: 0.48
References 1. Graham DW, Ashton WT, Barash L, Brown JE, Brown RD, Canning LF, Chen A, Springer JP, Rogers EF.. (1987) Inhibition of the mammalian beta-lactamase renal dipeptidase (dehydropeptidase-I) by (Z)-2-(acylamino)-3-substituted-propenoic acids., 30 (6): [PMID:3495664 ] [10.1021/jm00389a018 ]