N-[(S)-1-(12-Amino-dodecylcarbamoyl)-2-(4-hydroxy-phenyl)-ethyl]-butyramide

ID: ALA15998

Chembl Id: CHEMBL15998

Cas Number: 133358-74-4

PubChem CID: 131617

Max Phase: Preclinical

Molecular Formula: C25H43N3O3

Molecular Weight: 433.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NCCCCCCCCCCCCN

Standard InChI:  InChI=1S/C25H43N3O3/c1-2-13-24(30)28-23(20-21-14-16-22(29)17-15-21)25(31)27-19-12-10-8-6-4-3-5-7-9-11-18-26/h14-17,23,29H,2-13,18-20,26H2,1H3,(H,27,31)(H,28,30)/t23-/m0/s1

Standard InChI Key:  FQWLGYQDBDGALN-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA15998

   Dideaza-philanthotoxin-12

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: 433.64

Molecular Weight (Monoisotopic): 433.3304

AlogP: 4.20

#Rotatable Bonds: 18

Polar Surface Area: 104.45

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.43

CX Basic pKa: 10.28

CX LogP: 3.65

CX LogD: 2.01

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: 0.02

References

1. Strømgaard K, Mellor IR, Andersen K, Neagoe I, Pluteanu F, Usherwood PN, Krogsgaard-Larsen P, Jaroszewski JW..  (2002)  Solid-phase synthesis and pharmacological evaluation of analogues of PhTX-12-A potent and selective nicotinic acetylcholine receptor antagonist.,  12  (8): [PMID:11934578] [10.1016/s0960-894x(02)00120-8]

2. Strømgaard K, Brier TJ, Andersen K, Mellor IR, Saghyan A, Tikhonov D, Usherwood PN, Krogsgaard-Larsen P, Jaroszewski JW..  (2000)  Solid-phase synthesis and biological evaluation of a combinatorial library of philanthotoxin analogues.,  43  (23): [PMID:11087577] [10.1021/jm000220n]

Source

Source(1):

• Scientific Literature