ID: ALA67999

Max Phase: Preclinical

Molecular Formula: C26H33ClN2O4

Molecular Weight: 473.01

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(CCCN2CCC(CCC(=O)c3cc(Cl)c(N)c4c3OCCO4)CC2)cc1

Standard InChI:  InChI=1S/C26H33ClN2O4/c1-31-20-7-4-18(5-8-20)3-2-12-29-13-10-19(11-14-29)6-9-23(30)21-17-22(27)24(28)26-25(21)32-15-16-33-26/h4-5,7-8,17,19H,2-3,6,9-16,28H2,1H3

Standard InChI Key:  RLCISURRTQBVHE-UHFFFAOYSA-N

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

Properties

Molecular Weight: 473.01

Molecular Weight (Monoisotopic): 472.2129

AlogP: 5.01

#Rotatable Bonds: 9

Polar Surface Area: 74.02

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 9.07

CX LogP: 4.24

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -0.62

References

1. Clark R, Jahangir A, Flippin L, Langston J, Leung E, Bonhaus D, Wong E, Johnson L, Eglen R.  (1995)  Rs-100235: A high affinity 5-HT4 receptor antagonist,  5  (18): [10.1016/0960-894X(95)00358-Z]

2. Brudeli B, Andressen KW, Moltzau LR, Nilsen NO, Levy FO, Klaveness J..  (2013)  Acidic biphenyl derivatives: synthesis and biological activity of a new series of potent 5-HT(4) receptor antagonists.,  21  (22): [PMID:24113240] [10.1016/j.bmc.2013.09.004]

Source

Source(1):

• Scientific Literature