N-methyl-quinidine

ID: ALA3527524

Chembl Id: CHEMBL3527524

PubChem CID: 10315094

Max Phase: Preclinical

Molecular Formula: C21H27N2O2+

Molecular Weight: 339.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: N-Methyl-Quinidine | N-Methyl-Quinidine|CHEMBL3527524|SCHEMBL18894325

Canonical SMILES:  C=C[C@H]1C[N+]2(C)CC[C@H]1C[C@@H]2[C@@H](O)c1ccnc2ccc(OC)cc12

Standard InChI:  InChI=1S/C21H27N2O2/c1-4-14-13-23(2)10-8-15(14)11-20(23)21(24)17-7-9-22-19-6-5-16(25-3)12-18(17)19/h4-7,9,12,14-15,20-21,24H,1,8,10-11,13H2,2-3H3/q+1/t14-,15-,20+,21-,23?/m0/s1

Standard InChI Key:  SJTSZVLGFLZBFK-HQBGAPFHSA-N

Alternative Forms

1. Parent:

   

   ALA3527524

   N-Methyl-Quinidine

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: 339.46

Molecular Weight (Monoisotopic): 339.2067

AlogP: 3.32

#Rotatable Bonds: 4

Polar Surface Area: 42.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.63

CX Basic pKa: 4.49

CX LogP: -1.65

CX LogD: -1.65

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: 1.10

References

1. 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]

2. van Montfoort JE, Hagenbuch B, Fattinger KE, Müller M, Groothuis GM, Meijer DK, Meier PJ..  (1999)  Polyspecific organic anion transporting polypeptides mediate hepatic uptake of amphipathic type II organic cations.,  291  (1): [PMID:10490898]

3. Karlgren M, Vildhede A, Norinder U, Wisniewski JR, Kimoto E, Lai Y, Haglund U, Artursson P..  (2012)  Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions.,  55  (10): [PMID:22541068] [10.1021/jm300212s]

4. Fridén M, Bergström F, Wan H, Rehngren M, Ahlin G, Hammarlund-Udenaes M, Bredberg U..  (2011)  Measurement of unbound drug exposure in brain: modeling of pH partitioning explains diverging results between the brain slice and brain homogenate methods.,  39  (3): [PMID:21149540] [10.1124/dmd.110.035998]

Source

Source(2):

• Scientific Literature
• TP-search Transporter Database