N-((3S)-1-(2-(7-acetyl-3,7-diazabicyclo[3.3.1]nonan-3-yl)-2-oxoethyl)-2-oxopiperidin-3-yl)-6-chloronaphthalene-2-sulfonamide

ID: ALA1923469

PubChem CID: 57397646

Max Phase: Preclinical

Molecular Formula: C26H31ClN4O5S

Molecular Weight: 547.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1CC2CC(C1)CN(C(=O)CN1CCC[C@H](NS(=O)(=O)c3ccc4cc(Cl)ccc4c3)C1=O)C2

Standard InChI:  InChI=1S/C26H31ClN4O5S/c1-17(32)30-12-18-9-19(13-30)15-31(14-18)25(33)16-29-8-2-3-24(26(29)34)28-37(35,36)23-7-5-20-10-22(27)6-4-21(20)11-23/h4-7,10-11,18-19,24,28H,2-3,8-9,12-16H2,1H3/t18?,19?,24-/m0/s1

Standard InChI Key:  UWIZWPSBMKSPLR-MORLXBONSA-N

Molfile:  

     RDKit          2D

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   23.5375  -13.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5399  -12.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8304  -12.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1181  -12.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1197  -13.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8297  -13.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6845  -13.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.3831  -12.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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 20 32  1  0
 11 17  1  1
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  7  6  1  0
 20 34  1  0
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  1 33  1  0
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  5 34  1  0
  4  5  1  0
  3 35  1  0
 13 18  1  0
 35 36  1  0
 35 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1923469

   N-[(3S)-1-[2-(7-acetyl-3,7-diazabicyclo[3.3.1]nonan-3-yl)-2-oxoethyl]-2-oxopiperidin-3-yl]-6-chloronaphthalene-2-sulfonamide

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: 547.08

Molecular Weight (Monoisotopic): 546.1704

AlogP: 2.09

#Rotatable Bonds: 5

Polar Surface Area: 107.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.04

CX Basic pKa: ┄

CX LogP: 0.50

CX LogD: 0.49

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.62

Np Likeness Score: -1.24

References

1. Shi Y, O'Connor SP, Sitkoff D, Zhang J, Shi M, Bisaha SN, Wang Y, Li C, Ruan Z, Lawrence RM, Klei HE, Kish K, Liu EC, Seiler SM, Schweizer L, Steinbacher TE, Schumacher WA, Robl JA, Macor JE, Atwal KS, Stein PD..  (2011)  Arylsulfonamidopiperidone derivatives as a novel class of factor Xa inhibitors.,  21  (24): [PMID:22041058] [10.1016/j.bmcl.2011.06.098]

Source

Source(1):

• Scientific Literature