1S,3AS,8AS-TRIMETHYL-1-OXIDO-1,2,3,3A,8,8A-HEXAHYDROPYRROLO[2,3-B]INDOL-5-YL 2-ETHYLPHENYLCARBAMATE

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrroloindoles. These are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Pyrroloindoles

Organic compounds

Organoheterocyclic compounds

Indoles and derivatives

Pyrroloindoles

Calculated Property

kind Value Source
logP 2.42 ALOGPS
logS -4.6 ALOGPS
Water Solubility 9.08e-03 g/l ALOGPS
logP 4.08 ChemAxon
IUPAC Name (1S,3aR,8aS)-5-{[(2-ethylphenyl)carbamoyl]oxy}-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-1-ium-1-olate ChemAxon
Traditional IUPAC Name (1S,3aR,8aS)-5-{[(2-ethylphenyl)carbamoyl]oxy}-1,3a,8-trimethyl-2H,3H,8aH-pyrrolo[2,3-b]indol-1-ium-1-olate ChemAxon
Molecular Weight 381.4681 ChemAxon
Monoisotopic Weight 381.205241745 ChemAxon
SMILES [H][C@@]12N(C)C3=CC=C(OC(=O)NC4=CC=CC=C4CC)C=C3[C@@]1(C)CC[N@+]2(C)[O-] ChemAxon
Molecular Formula C22H27N3O3 ChemAxon
InChI InChI=1S/C22H27N3O3/c1-5-15-8-6-7-9-18(15)23-21(26)28-16-10-11-19-17(14-16)22(2)12-13-25(4,27)20(22)24(19)3/h6-11,14,20H,5,12-13H2,1-4H3,(H,23,26)/t20-,22+,25-/m0/s1 ChemAxon
InChIKey InChIKey=MVHRCJQCKYPDRL-HOKHCIIBSA-N ChemAxon
Polar Surface Area (PSA) 68.45 ChemAxon
Refractivity 111.64 ChemAxon
Polarizability 42.36 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 4 ChemAxon
H Bond Donor Count 1 ChemAxon
pKa (strongest acidic) 12.9 ChemAxon
pKa (strongest basic) 0.42 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Acetylcholinesterase : in Human