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(1S)-1,5-anhydro-1-{5-[(2-chloro-4-{(1E)-4-[(1-hydroxy-2-methylpropan-2-yl)amino]-3,3-dimethyl-4-oxobut-1-en-1-yl}phenyl)methyl]-2,4-dimethylphenyl}-D-glucitol ID: ALA4462515
PubChem CID: 155529209
Max Phase: Preclinical
Molecular Formula: C31H42ClNO7
Molecular Weight: 576.13
Molecule Type: Unknown
Associated Items:
Names and Identifiers Canonical SMILES: Cc1cc(C)c([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1Cc1ccc(/C=C/C(C)(C)C(=O)NC(C)(C)CO)cc1Cl
Standard InChI: InChI=1S/C31H42ClNO7/c1-17-11-18(2)22(28-27(38)26(37)25(36)24(15-34)40-28)14-21(17)13-20-8-7-19(12-23(20)32)9-10-30(3,4)29(39)33-31(5,6)16-35/h7-12,14,24-28,34-38H,13,15-16H2,1-6H3,(H,33,39)/b10-9+/t24-,25-,26+,27-,28+/m1/s1
Standard InChI Key: VWWVCURHEBKTCZ-OULWWYDLSA-N
Molfile:
RDKit 2D
40 42 0 0 0 0 0 0 0 0999 V2000
15.1497 -20.5870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.7413 -19.8746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.3285 -20.5844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.1789 -18.7496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.5956 -19.4662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0078 -18.7470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.1734 -19.8912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.1723 -20.7186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.8870 -21.1315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.6035 -20.7181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.6007 -19.8876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.8852 -19.4785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.4611 -21.1282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.7471 -20.7129 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.0345 -21.1214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.0296 -21.9467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.7435 -22.3619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.4624 -21.9518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.3132 -22.3559 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
6.1761 -22.3656 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.7401 -23.1869 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.3219 -20.7056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.3257 -19.8806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
8.3186 -21.1294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.0324 -20.7158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.7441 -21.1276 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.4575 -20.7147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.4567 -19.8888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.7366 -19.4776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.0261 -19.8930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.1699 -19.4743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.8855 -19.8847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.3144 -19.8805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.0277 -19.4660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
13.3169 -20.7055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
15.4566 -19.4619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.1722 -19.8723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.4589 -19.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.3135 -19.4724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.7442 -21.9526 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 0
3 2 1 0
5 4 1 0
6 5 1 0
7 8 2 0
8 9 1 0
9 10 2 0
10 11 1 0
11 12 2 0
12 7 1 0
13 14 1 0
13 18 1 0
14 15 1 0
15 16 1 0
16 17 1 0
17 18 1 0
13 8 1 1
16 19 1 6
18 20 1 6
17 21 1 1
15 22 1 1
22 23 1 0
10 24 1 0
24 25 1 0
25 26 2 0
26 27 1 0
27 28 2 0
28 29 1 0
29 30 2 0
30 25 1 0
28 31 1 0
31 32 2 0
32 5 1 0
5 33 1 0
33 34 1 0
33 35 2 0
34 2 1 0
2 36 1 0
36 37 1 0
7 38 1 0
11 39 1 0
26 40 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: UnknownTopical: 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: 576.13Molecular Weight (Monoisotopic): 575.2650AlogP: 2.99#Rotatable Bonds: 9Polar Surface Area: 139.48Molecular Species: NEUTRALHBA: 7HBD: 6#RO5 Violations: 2HBA (Lipinski): 8HBD (Lipinski): 6#RO5 Violations (Lipinski): 2CX Acidic pKa: 12.56CX Basic pKa: ┄CX LogP: 3.71CX LogD: 3.71Aromatic Rings: 2Heavy Atoms: 40QED Weighted: 0.27Np Likeness Score: 0.57
References 1. Kuroda S, Kobashi Y, Oi T, Kawabe K, Shiozawa F, Okumura-Kitajima L, Sugisaki-Kitano M, Io F, Yamamoto K, Kakinuma H.. (2019) Discovery of potent, low-absorbable sodium-dependent glucose cotransporter 1 (SGLT1) inhibitor SGL5213 for type 2 diabetes treatment., 27 (2): [PMID:30579799 ] [10.1016/j.bmc.2018.12.015 ]