The store will not work correctly when cookies are disabled.
JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.
2-(5-chlorothiophen-2-yl)-N-(1-(4-((R)-1-(dimethylamino)ethyl)-2-fluorophenyl)-2-oxopyrrolidin-3-yl)ethene-1-sulfonamide ID: ALA5276446
Max Phase: Preclinical
Molecular Formula: C20H23ClFN3O3S2
Molecular Weight: 472.01
Associated Items:
Names and Identifiers Canonical SMILES: C[C@H](c1ccc(N2CCC(NS(=O)(=O)/C=C/c3ccc(Cl)s3)C2=O)c(F)c1)N(C)C
Standard InChI: InChI=1S/C20H23ClFN3O3S2/c1-13(24(2)3)14-4-6-18(16(22)12-14)25-10-8-17(20(25)26)23-30(27,28)11-9-15-5-7-19(21)29-15/h4-7,9,11-13,17,23H,8,10H2,1-3H3/b11-9+/t13-,17?/m1/s1
Standard InChI Key: AFDHTIFDRFSZDA-SANBJVLNSA-N
Molfile:
RDKit 2D
30 32 0 0 0 0 0 0 0 0999 V2000
-3.6490 -2.7594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.8240 -2.7594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.5865 -1.9691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8076 -1.6967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.1822 -2.2350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.4033 -1.9626 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
0.2221 -2.5010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.0009 -2.2286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6792 -2.6986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3358 -2.1988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.0634 -1.4382 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.5334 -0.7416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.3558 -0.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8259 -0.1313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4736 0.6148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.6512 0.6828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1811 0.0045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.2384 -1.4382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7387 -0.7816 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.2648 -1.4990 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
-3.9214 -1.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.7118 -1.7614 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
1.3557 0.0045 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
3.8864 1.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4736 2.0445 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.7118 1.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.6482 2.0445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8864 2.7594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.1814 -1.3778 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.6160 -1.1650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 0
3 2 2 0
3 4 1 0
4 5 2 0
5 6 1 0
6 7 1 0
7 8 1 0
9 8 1 0
10 9 1 0
11 10 1 0
11 12 1 0
12 13 1 0
13 14 2 0
14 15 1 0
15 16 2 0
17 12 2 0
16 17 1 0
18 8 1 0
18 11 1 0
18 19 2 0
20 3 1 0
21 20 1 0
1 21 2 0
21 22 1 0
17 23 1 0
15 24 1 0
24 25 1 0
24 26 1 6
25 27 1 0
25 28 1 0
6 29 2 0
6 30 2 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Topical: 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: 472.01Molecular Weight (Monoisotopic): 471.0853AlogP: 3.86#Rotatable Bonds: 7Polar Surface Area: 69.72Molecular Species: BASEHBA: 5HBD: 1#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): ┄CX Acidic pKa: 8.22CX Basic pKa: 8.83CX LogP: 2.45CX LogD: 1.86Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.67Np Likeness Score: -1.73
References 1. Patel NR, Patel DV, Murumkar PR, Yadav MR.. (2016) Contemporary developments in the discovery of selective factor Xa inhibitors: A review., 121 [PMID:27322757 ] [10.1016/j.ejmech.2016.05.039 ]