(Trans)-{2-[4-((S)-2-Hydroxy-cyclohexylmethyl)-phenoxy]-ethyl}-carbamic acid ethyl ester

ID: ALA2021362

Chembl Id: CHEMBL2021362

PubChem CID: 10336194

Max Phase: Preclinical

Molecular Formula: C18H27NO4

Molecular Weight: 321.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)NCCOc1ccc(C[C@H]2CCCC[C@@H]2O)cc1

Standard InChI:  InChI=1S/C18H27NO4/c1-2-22-18(21)19-11-12-23-16-9-7-14(8-10-16)13-15-5-3-4-6-17(15)20/h7-10,15,17,20H,2-6,11-13H2,1H3,(H,19,21)/t15-,17+/m1/s1

Standard InChI Key:  JZHZZCDSDITRIS-WBVHZDCISA-N

Alternative Forms

1. Parent:

   

   ALA2021362

   ethyl (1r,2s)-N-{2-{4-[(2-hydroxycyclohexyl)methyl]phenoxy}ethyl}carbamate

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: 321.42

Molecular Weight (Monoisotopic): 321.1940

AlogP: 2.91

#Rotatable Bonds: 7

Polar Surface Area: 67.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -0.06

References

1. Rejzek M, Zarevucka M, Wimmer Z.  (1992)  Carbamate series of juvenoids,  2  (9): [10.1016/S0960-894X(00)80598-3]

2. Svobodová H, Ryšavá H, Pavlík M, Saman D, Drašar P, Wimmer Z..  (2010)  Steroid conjugates: Synthesis and preliminary biological testing of pro-juvenoids.,  18  (23): [PMID:21036621] [10.1016/j.bmc.2010.10.013]

Source

Source(1):

• Scientific Literature