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(7aS,8S)-hexahydro-2H-3,5-methanofuro[2,3-b]pyran-8-yl ((2S,3R)-4-(2-(cyclopropylamino)-N-isobutylbenzo[d]oxazole-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate ID: ALA5277648
Max Phase: Preclinical
Molecular Formula: C33H42N4O8S
Molecular Weight: 654.79
Associated Items:
Names and Identifiers Canonical SMILES: CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1C2CO[C@H]3OCC1C3C2)S(=O)(=O)c1ccc2oc(NC3CC3)nc2c1
Standard InChI: InChI=1S/C33H42N4O8S/c1-19(2)15-37(46(40,41)23-10-11-29-27(14-23)35-32(44-29)34-22-8-9-22)16-28(38)26(12-20-6-4-3-5-7-20)36-33(39)45-30-21-13-24-25(30)18-43-31(24)42-17-21/h3-7,10-11,14,19,21-22,24-26,28,30-31,38H,8-9,12-13,15-18H2,1-2H3,(H,34,35)(H,36,39)/t21?,24?,25?,26-,28+,30-,31-/m0/s1
Standard InChI Key: YRNAPLKHTYPCBB-WAYMSBLISA-N
Molfile:
RDKit 2D
47 53 0 0 0 0 0 0 0 0999 V2000
1.6409 0.9422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3608 1.3452 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.3608 2.1514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0518 2.5545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0518 3.3895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7715 2.1514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0754 0.9327 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
3.0754 0.1074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.9022 0.9327 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.4880 1.6472 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.9499 1.3452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.2300 0.9422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.4609 1.3452 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-0.4609 2.1514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.1807 2.5545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
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3.7893 -1.1280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0744 -1.5408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3625 -1.1316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3577 -0.3068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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2.9052 -2.3442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.0887 -2.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6761 -3.1462 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.0887 -3.8609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.0887 -4.6877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8029 -4.2744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.9778 3.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.5432 3.4977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.9644 3.9296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.1768 4.6877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.6909 3.8272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.1051 3.4780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.5177 4.1926 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.1051 2.6528 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.3080 2.4392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.9022 3.2644 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 4 1 0
4 5 1 0
4 6 1 0
2 7 1 0
7 8 1 0
7 9 2 0
7 10 2 0
1 11 1 0
11 12 1 0
12 13 1 0
13 14 1 0
14 15 1 0
16 15 1 6
14 17 2 0
12 18 1 6
18 19 1 0
19 20 1 0
20 21 2 0
21 22 1 0
22 23 2 0
23 24 1 0
24 19 2 0
11 25 1 6
26 8 2 0
27 26 1 0
28 27 2 0
29 28 1 0
30 29 2 0
8 30 1 0
29 31 1 0
28 32 1 0
32 33 1 0
33 31 2 0
33 34 1 0
34 35 1 0
36 35 1 0
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35 37 1 0
16 38 1 0
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40 41 1 0
40 42 1 0
39 43 1 0
43 44 1 0
42 44 1 0
43 45 1 0
45 46 1 0
38 46 1 0
43 47 1 1
M END Associated Targets(non-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: 654.79Molecular Weight (Monoisotopic): 654.2723AlogP: 3.75#Rotatable Bonds: 13Polar Surface Area: 152.46Molecular Species: NEUTRALHBA: 10HBD: 3#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 3#RO5 Violations (Lipinski): 2CX Acidic pKa: 12.55CX Basic pKa: ┄CX LogP: 3.39CX LogD: 3.39Aromatic Rings: 3Heavy Atoms: 46QED Weighted: 0.25Np Likeness Score: -0.21
References 1. Wu YJ, Meanwell NA.. (2021) Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design., 64 (14.0): [PMID:34213340 ] [10.1021/acs.jmedchem.1c00790 ]