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

ID: ALA3897389

PubChem CID: 24987685

Max Phase: Preclinical

Molecular Formula: C40H55N3O9S

Molecular Weight: 753.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC1(CCCC)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/C40H55N3O9S/c1-5-7-19-40(20-8-6-2)25-53(49,50)32-18-17-29(43(3)4)22-30(32)33(37(40)47)27-15-12-16-28(21-27)41-39(48)42-38-35(46)36(34(45)31(23-44)52-38)51-24-26-13-10-9-11-14-26/h9-18,21-22,31,33-38,44-47H,5-8,19-20,23-25H2,1-4H3,(H2,41,42,48)/t31-,33-,34-,35-,36+,37-,38-/m1/s1

Standard InChI Key:  NAVXGANAZYCKRD-HANJNXQLSA-N

Molfile:  

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Alternative Forms

1. Parent:

   

   ALA3897389

   1-[3-[(4R,5R)-3,3-dibutyl-7-(dimethylamino)-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: 753.96

Molecular Weight (Monoisotopic): 753.3659

AlogP: 4.55

#Rotatable Bonds: 14

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: 4.76

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.14

Np Likeness Score: 0.07

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