((4S,5S)-5-((1S,2S)-3-benzamido-2-(benzo[d][1,3]dioxol-5-yl)-1-(methoxymethoxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

ID: ALA1089957

PubChem CID: 46884412

Max Phase: Preclinical

Molecular Formula: C32H37NO10S

Molecular Weight: 627.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCO[C@H]([C@@H]1OC(C)(C)O[C@H]1COS(=O)(=O)c1ccc(C)cc1)[C@H](CNC(=O)c1ccccc1)c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C32H37NO10S/c1-21-10-13-24(14-11-21)44(35,36)41-18-28-30(43-32(2,3)42-28)29(40-19-37-4)25(17-33-31(34)22-8-6-5-7-9-22)23-12-15-26-27(16-23)39-20-38-26/h5-16,25,28-30H,17-20H2,1-4H3,(H,33,34)/t25-,28+,29+,30-/m1/s1

Standard InChI Key:  PKWYNQKMEONYAL-ZBBWKFRYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089957

   ((4S,5S)-5-((1S,2S)-3-benzamido-2-(benzo[d][1,3]dioxol-5-yl)-1-(methoxymethoxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 627.71

Molecular Weight (Monoisotopic): 627.2138

AlogP: 4.15

#Rotatable Bonds: 13

Polar Surface Area: 127.85

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.22

Np Likeness Score: 0.00

References

1. McNulty J, Nair JJ, Singh M, Crankshaw DJ, Holloway AC..  (2010)  Potent and selective inhibition of human cytochrome P450 3A4 by seco-pancratistatin structural analogs.,  20  (7): [PMID:20189386] [10.1016/j.bmcl.2010.01.157]

Source

Source(1):

• Scientific Literature