N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-3-phenylpropanamide

ID: ALA1956433

Cas Number: 321945-24-8

PubChem CID: 767327

Max Phase: Preclinical

Molecular Formula: C18H18N2OS

Molecular Weight: 310.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(NC(=O)CCc2ccccc2)sc2c1CCCC2

Standard InChI:  InChI=1S/C18H18N2OS/c19-12-15-14-8-4-5-9-16(14)22-18(15)20-17(21)11-10-13-6-2-1-3-7-13/h1-3,6-7H,4-5,8-11H2,(H,20,21)

Standard InChI Key:  JFULSLXRHNJOEO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.9084   -4.1798    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -3.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -2.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2360   -3.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -2.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207   -2.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1182   -2.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238   -3.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4366   -3.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839   -2.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2617   -1.5560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878   -4.0952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9998   -3.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7183   -4.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -2.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7246   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4430   -5.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4470   -6.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1644   -6.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8775   -6.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8685   -5.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1503   -4.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  3  0
  3 10  1  0
  1  2  1  0
  2 12  1  0
  2  3  2  0
 12 13  1  0
  3  5  1  0
 13 14  1  0
  4  5  2  0
 13 15  2  0
  4  9  1  0
 14 16  1  0
  5  6  1  0
 16 17  1  0
  6  7  1  0
 17 18  2  0
  7  8  1  0
 18 19  1  0
  8  9  1  0
 19 20  2  0
  4  1  1  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1956433

   N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-3-phenylpropanamide

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: 310.42

Molecular Weight (Monoisotopic): 310.1140

AlogP: 4.07

#Rotatable Bonds: 4

Polar Surface Area: 52.89

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.50

CX Basic pKa: ┄

CX LogP: 4.88

CX LogD: 4.88

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.93

Np Likeness Score: -2.00

References

1. Harikrishnan LS, Srivastava N, Kayser LE, Nirschl DS, Kumaragurubaran K, Roy A, Gupta A, Karmakar S, Karatt T, Mathur A, Burford NT, Chen J, Kong Y, Cvijic M, Cooper CB, Poss MA, Trainor GL, Wong TW..  (2012)  Identification and optimization of small molecule antagonists of vasoactive intestinal peptide receptor-1 (VIPR1).,  22  (6): [PMID:22365758] [10.1016/j.bmcl.2012.01.082]

Source

Source(1):

• Scientific Literature