N-(3-((1H-pyrazol-3-yl)methyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)-5-(pyridin-2-yl)thiophene-2-sulfonamide

ID: ALA1078492

PubChem CID: 45102707

Max Phase: Preclinical

Molecular Formula: C23H23N5O2S2

Molecular Weight: 465.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccc2c(c1)CCN(Cc1cc[nH]n1)CC2)c1ccc(-c2ccccn2)s1

Standard InChI:  InChI=1S/C23H23N5O2S2/c29-32(30,23-7-6-22(31-23)21-3-1-2-11-24-21)27-19-5-4-17-9-13-28(14-10-18(17)15-19)16-20-8-12-25-26-20/h1-8,11-12,15,27H,9-10,13-14,16H2,(H,25,26)

Standard InChI Key:  OSRBIQHRPHNLEN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.8052  -23.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5156  -24.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5137  -22.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0929  -24.0334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7130  -24.7309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9968  -23.5423    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3298  -24.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5810  -24.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4033  -24.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6165  -23.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6183  -22.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9059  -22.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1944  -22.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1996  -23.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9126  -24.0311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
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  6  7  1  0
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  1  2  2  0
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 11  4  2  0
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 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078492

   N-(3-((1H-pyrazol-3-yl)methyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)-5-(pyridin-2-yl)thiophene-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: 465.60

Molecular Weight (Monoisotopic): 465.1293

AlogP: 3.93

#Rotatable Bonds: 6

Polar Surface Area: 90.98

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.29

CX Basic pKa: 7.91

CX LogP: 2.39

CX LogD: 2.47

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -2.12

References

1. Bailey JM, Scott JS, Basilla JB, Bolton VJ, Boyfield I, Evans DG, Fleury E, Heightman TD, Jarvie EM, Lawless K, Matthews KL, McKay F, Mok H, Muir A, Orlek BS, Sanger GJ, Stemp G, Stevens AJ, Thompson M, Ward J, Vaidya K, Westaway SM..  (2009)  The discovery and optimisation of benzazepine sulfonamide and sulfones as potent agonists of the motilin receptor.,  19  (22): [PMID:19804969] [10.1016/j.bmcl.2009.09.027]

Source

Source(1):

• Scientific Literature