Chemical Components in the PDB

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CCA : Summary

Code

CCA

One-letter code

X

Molecule name

2-BENZOYLOXY-8-METHYL-8-AZA-BICYCLO[3.2.1]OCTANE-3-CARBOXYLIC ACID METHYL ESTER

Synonyms

COCAINE

Systematic names

ProgramVersionName
ACDLabs 10.04 (1S,2S,3R,5R,8R)-2-(methoxycarbonyl)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azoniabicyclo[3.2.1]octane
OpenEye OEToolkits 1.5.0 methyl (1S,2S,3R,5R,8R)-8-methyl-3-(phenylcarbonyloxy)-8-azoniabicyclo[3.2.1]octane-2-carboxylate

Formula

C17 H22 N O4

Formal charge

1

Molecular weight

304.361 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(OC)C3C1[NH+](C)C(CC1)CC3OC(=O)c2ccccc2
SMILES CACTVS 3.341 COC(=O)[CH]1[CH](C[CH]2CC[CH]1[NH+]2C)OC(=O)c3ccccc3
SMILES OpenEye OEToolkits 1.5.0 C[NH+]1C2CCC1C(C(C2)OC(=O)c3ccccc3)C(=O)OC
Canonical SMILES CACTVS 3.341 COC(=O)[C@@H]1[C@@H](C[C@H]2CC[C@@H]1[NH+]2C)OC(=O)c3ccccc3
Canonical SMILES OpenEye OEToolkits 1.5.0 C[N@@H+]1[C@@H]2CC[C@H]1[C@@H]([C@@H](C2)OC(=O)c3ccccc3)C(=O)OC

IUPAC InChI

InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/p+1/t12-,13+,14-,15+/m1/s1

IUPAC InChI key

ZPUCINDJVBIVPJ-BARDWOONSA-O
CCA

wwPDB Information

Atom count

44 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2001-04-12

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned