9-Mercaptomethyl-10-oxo-azecane-2-carboxylic acid pyridin-3-ylamide hydrochloride

ID: ALA545528

PubChem CID: 44349713

Max Phase: Preclinical

Molecular Formula: C16H24ClN3O2S

Molecular Weight: 321.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C1NC(C(=O)Nc2cccnc2)CCCCCCC1CS

Standard InChI:  InChI=1S/C16H23N3O2S.ClH/c20-15-12(11-22)6-3-1-2-4-8-14(19-15)16(21)18-13-7-5-9-17-10-13;/h5,7,9-10,12,14,22H,1-4,6,8,11H2,(H,18,21)(H,19,20);1H

Standard InChI Key:  NYZFDJQMJKAXGB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   10.8298   -0.2011    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3083    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4266    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401   -1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -2.6868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1319    2.9344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332   -0.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2151   -5.0842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4765   -3.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0431    4.5321    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    3.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7885   -4.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4266   -1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3298   -4.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5913   -2.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0179   -2.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266   -1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  5  1  0
  4  5  1  0
  3  6  1  0
  4  7  1  0
  3  8  2  0
  4  9  2  0
  7 11  1  0
  6 13  1  0
 12 13  1  0
 10 14  2  0
 11 14  1  0
  6 15  1  0
  5 16  1  0
 10 17  1  0
 11 18  2  0
 17 19  2  0
 18 19  1  0
 15 20  1  0
 16 21  1  0
 20 22  1  0
 21 23  1  0
 22 23  1  0
M  END

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: 321.45

Molecular Weight (Monoisotopic): 321.1511

AlogP: 2.41

#Rotatable Bonds: 3

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.07

CX Basic pKa: 4.38

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -0.79

References

1. MacPherson LJ, Bayburt EK, Capparelli MP, Bohacek RS, Clarke FH, Ghai RD, Sakane Y, Berry CJ, Peppard JV, Trapani AJ..  (1993)  Design and synthesis of an orally active macrocyclic neutral endopeptidase 24.11 inhibitor.,  36  (24): [PMID:8254611] [10.1021/jm00076a009]

Source

Source(1):

• Scientific Literature