1-((2R,3R,4S,5R,6R)-4-Benzyloxy-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-3-[3-((3S,4R,5R)-3-butyl-7-dimethylamino-3-ethyl-4-hydroxy-1,1-dioxo-2,3,4,5-tetrahydro-1H-1lambda(6)-benzo[b]thiepin-5-yl)-phenyl]-urea

ID: ALA3945133

PubChem CID: 24987328

Max Phase: Preclinical

Molecular Formula: C38H51N3O9S

Molecular Weight: 725.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@]1(CC)CS(=O)(=O)c2ccc(N(C)C)cc2[C@@H](c2cccc(NC(=O)N[C@@H]3O[C@H](CO)[C@@H](O)[C@H](OCc4ccccc4)[C@H]3O)c2)[C@H]1O

Standard InChI:  InChI=1S/C38H51N3O9S/c1-5-7-18-38(6-2)23-51(47,48)30-17-16-27(41(3)4)20-28(30)31(35(38)45)25-14-11-15-26(19-25)39-37(46)40-36-33(44)34(32(43)29(21-42)50-36)49-22-24-12-9-8-10-13-24/h8-17,19-20,29,31-36,42-45H,5-7,18,21-23H2,1-4H3,(H2,39,40,46)/t29-,31-,32-,33-,34+,35-,36-,38-/m1/s1

Standard InChI Key:  NLPRUKQLVITDKM-RTNCXNSASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3945133

   1-[3-[(3S,4R,5R)-3-butyl-7-(dimethylamino)-3-ethyl-4-hydroxy-1,1-dioxo-4,5-dihydro-2H-1lambda6-benzothiepin-5-yl]phenyl]-3-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-phenylmethoxyoxan-2-yl]urea

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: 725.91

Molecular Weight (Monoisotopic): 725.3346

AlogP: 3.77

#Rotatable Bonds: 12

Polar Surface Area: 177.89

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.48

CX Basic pKa: 2.23

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.16

Np Likeness Score: 0.12

References

1.  (2010)  Novel 1,4-benzothiepine 1,1-dioxide derivatives substituted by benzyl radicals, method for their preparation, pharmaceuticals comprising these compounds, and the use thereof, 

Source

Source(1):

• Patent Bioactivity Data