ID: ALA2111147

Max Phase: Unknown

Molecular Formula: C19H25ClN2O2

Molecular Weight: 348.87

Molecule Type: Small molecule

Representations

Synonyms (2): LY-277359 | LY277359
Synonyms from Alternative Forms(2):

Canonical SMILES:  CN1[C@@H]2CC[C@H]1C[C@@H](NC(=O)c1cc(Cl)cc3c1OC(C)(C)C3)C2

Standard InChI:  InChI=1S/C19H25ClN2O2/c1-19(2)10-11-6-12(20)7-16(17(11)24-19)18(23)21-13-8-14-4-5-15(9-13)22(14)3/h6-7,13-15H,4-5,8-10H2,1-3H3,(H,21,23)/t13-,14+,15-

Standard InChI Key:  SPKBYQZELVEOLL-QDMKHBRRSA-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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 348.87

Molecular Weight (Monoisotopic): 348.1605

AlogP: 3.41

#Rotatable Bonds: 2

Polar Surface Area: 41.57

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.84

CX Basic pKa: 9.18

CX LogP: 2.78

CX LogD: 1.00

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -0.38

References

1. Schaus JM, Thompson DC, Bloomquist WE, Susemichel AD, Calligaro DO, Cohen ML..  (1998)  Synthesis and structure-activity relationships of potent and orally active 5-HT4 receptor antagonists: indazole and benzimidazolone derivatives.,  41  (11): [PMID:9599243] [10.1021/jm970857f]

2. Robertson DW, Lacefield WB, Bloomquist W, Pfeifer W, Simon RL, Cohen ML..  (1992)  Zatosetron, a potent, selective, and long-acting 5HT3 receptor antagonist: synthesis and structure-activity relationships.,  35  (2): [PMID:1732548] [10.1021/jm00080a016]

3. Robertson DW, Lacefield WB, Bloomquist W, Pfeifer W, Simon RL, Cohen ML..  (1992)  Zatosetron, a potent, selective, and long-acting 5HT3 receptor antagonist: synthesis and structure-activity relationships.,  35  (2): [PMID:1732548] [10.1021/jm00080a016]

4. Molnar L, Keseru GM..  (2002)  A neural network based virtual screening of cytochrome P450 3A4 inhibitors.,  12  (3): [PMID:11814811] [10.1016/s0960-894x(01)00771-5]

5. Wang YH, Li Y, Li YH, Yang SL, Yang L..  (2005)  Modeling K(m) values using electrotopological state: substrates for cytochrome P450 3A4-mediated metabolism.,  15  (18): [PMID:15990295] [10.1016/j.bmcl.2005.06.015]

6. Maksay G, Nemes P, Bíró T..  (2004)  Synthesis of tropeines and allosteric modulation of ionotropic glycine receptors.,  47  (25): [PMID:15566307] [10.1021/jm040814g]

Source

Source(1):

• Scientific Literature