[3-Carboxy-2-(3-tetradecyl-ureido)-propyl]-trimethyl-ammonium

ID: ALA1231506

Chembl Id: CHEMBL1231506

Max Phase: Phase

Molecular Formula: C22H45N3O3

Molecular Weight: 399.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCNC(=O)N[C@H](CC(=O)[O-])C[N+](C)(C)C

Standard InChI:  InChI=1S/C22H45N3O3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-23-22(28)24-20(18-21(26)27)19-25(2,3)4/h20H,5-19H2,1-4H3,(H2-,23,24,26,27,28)/t20-/m1/s1

Standard InChI Key:  BMZYTDRMCBZVNH-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA1231506

   TEGLICAR

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 399.62

Molecular Weight (Monoisotopic): 399.3461

AlogP: 3.20

#Rotatable Bonds: 18

Polar Surface Area: 81.26

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.32

CX Basic pKa: ┄

CX LogP: 0.48

CX LogD: 1.25

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.27

Np Likeness Score: -0.25

References

1. Giannessi F, Pessotto P, Tassoni E, Chiodi P, Conti R, De Angelis F, Dell'Uomo N, Catini R, Deias R, Tinti MO, Carminati P, Arduini A..  (2003)  Discovery of a long-chain carbamoyl aminocarnitine derivative, a reversible carnitine palmitoyltransferase inhibitor with antiketotic and antidiabetic activity.,  46  (2): [PMID:12519067] [10.1021/jm020979u]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Ceccarelli SM, Chomienne O, Gubler M, Arduini A..  (2011)  Carnitine palmitoyltransferase (CPT) modulators: a medicinal chemistry perspective on 35 years of research.,  54  (9): [PMID:21504156] [10.1021/jm100809g]

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names