Azidoprocainamide methoiodide

ID: ALA2074727

PubChem CID: 10250561

Max Phase: Preclinical

Molecular Formula: C14H22IN5O

Molecular Weight: 276.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Azidoprocainamide methoiodide | CHEMBL2074727|AZIDOPROCAINAMIDE METHOIODIDE

Canonical SMILES:  CC[N+](C)(CC)CCNC(=O)c1ccc(N=[N+]=[N-])cc1.[I-]

Standard InChI:  InChI=1S/C14H21N5O.HI/c1-4-19(3,5-2)11-10-16-14(20)12-6-8-13(9-7-12)17-18-15;/h6-9H,4-5,10-11H2,1-3H3;1H

Standard InChI Key:  IIRCOFQKZOZQDF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
    3.9529    0.0000    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025   -0.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1170   -1.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1170   -2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025   -2.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -1.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025   -3.3151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1170   -3.7276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8315   -4.1401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119    0.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1170    0.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119    1.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0264    1.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0264    2.4599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014    2.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0264    3.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    2.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7409    3.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    3.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  2  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 18 20  1  0
 17 21  1  0
M  CHG  4   1  -1   9   1  10  -1  16   1
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: 276.36

Molecular Weight (Monoisotopic): 276.1819

AlogP: 2.84

#Rotatable Bonds: 7

Polar Surface Area: 77.86

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.96

CX LogD: -2.08

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.35

Np Likeness Score: -0.54

References

1. Smit JW, Weert B, Schinkel AH, Meijer DK..  (1998)  Heterologous expression of various P-glycoproteins in polarized epithelial cells induces directional transport of small (type 1) and bulky (type 2) cationic drugs.,  286  (1): [PMID:9655875]

2. van Montfoort JE, Müller M, Groothuis GM, Meijer DK, Koepsell H, Meier PJ..  (2001)  Comparison of "type I" and "type II" organic cation transport by organic cation transporters and organic anion-transporting polypeptides.,  298  (1): [PMID:11408531]

3. Meijer DK, van Monffoort JE..  (2002)  Interactions of cationic drugs and cardiac glycosides at the hepatic uptake level: studies in the rat in vivo, isolated perfused rat liver, isolated rat hepatocytes and oocytes expressing oatp2.,  25  (1): [PMID:12214846] [10.1007/bf02976592]

Source

Source(1):

• TP-search Transporter Database