Structural Complex
Chemical ID: AKA
IUPAC Name: 10-DECARBOXYMETHYLACLACINOMYCIN A (DCMAA)
Formal Charge: 0
Type: NON-POLYMER
Substructure
Substruture Type: MurckoScaffold
SMILES: O=C1CC[C@H](O[C@@H]2CC[C@@H](O[C@H]3CC[C@H](O[C@H]4CCCc5cc6c(cc54)C(=O)c4ccccc4C6=O)OC3)OC2)OC1
InChI: InChI=1S/C33H36O9/c34-20-8-11-29(37-16-20)40-21-9-12-30(38-17-21)41-22-10-13-31(39-18-22)42-28-7-3-4-19-14-26-27(15-25(19)28)33(36)24-6-2-1-5-23(24)32(26)35/h1-2,5-6,14-15,21-22,28-31H,3-4,7-13,16-18H2/t21-,22+,28+,29+,30-,31+/m1/s1
InChI Key: OCUASKIGRZEJHS-KJJGKPARSA-N
Physiochemical Descriptor:
Formula: C40 H51 N O13
Molecular weight: 753.832
Hydrogen Bond Acceptor: 14
Hydrogen Bond Donor: 4
Rotatable Bonds: 18
Heavy Atoms: 54
Systematic name
Program Version Descriptor
ACDLabs 10.04 (1S,3S)-3-ethyl-3,10,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 2,3,6-trideoxy-4-O-{2,6-dideoxy-4-O-[(2R,6R)-6-methyl-5-oxotetrahydro-2H-pyran-2-yl]-beta-L-arabino-hexopyranosyl}-3-(dimethylamino)-alpha-L-lyxo-hexopyranoside
OpenEye OEToolkits 1.5.0 (7S,9S)-7-[(2R,4S,5S,6S)-4-dimethylamino-5-[(4S,5R,6S)-4-hydroxy-6-methyl-5-[(2R,6R)-6-methyl-5-oxo-oxan-2-yl]oxy-oxan-2-yl]oxy-6-methyl-oxan-2-yl]oxy-9-ethyl-4,6,9-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
Chemical Descriptors
Type Program Version Descriptor
SMILES ACDLabs 10.04 O=C2c1cc7c(c(O)c1C(=O)c3c2cccc3O)C(OC6OC(C(OC5OC(C(OC4OC(C(=O)CC4)C)C(O)C5)C)C(N(C)C)C6)C)CC(O)(CC)C7
SMILES_CANONICAL CACTVS 3.341 CC[C@@]1(O)C[C@H](O[C@H]2C[C@@H]([C@H](O[C@@H]3C[C@H](O)[C@@H](O[C@H]4CCC(=O)[C@@H](C)O4)[C@H](C)O3)[C@H](C)O2)N(C)C)c5c(O)c6C(=O)c7c(O)cccc7C(=O)c6cc5C1
SMILES CACTVS 3.341 CC[C]1(O)C[CH](O[CH]2C[CH]([CH](O[CH]3C[CH](O)[CH](O[CH]4CCC(=O)[CH](C)O4)[CH](C)O3)[CH](C)O2)N(C)C)c5c(O)c6C(=O)c7c(O)cccc7C(=O)c6cc5C1
SMILES_CANONICAL OpenEye OEToolkits 1.5.0 CC[C@@]1(Cc2cc3c(c(c2[C@H](C1)O[C@H]4C[C@@H]([C@@H]([C@@H](O4)C)OC5C[C@@H]([C@H]([C@@H](O5)C)O[C@H]6CCC(=O)[C@H](O6)C)O)N(C)C)O)C(=O)c7c(cccc7O)C3=O)O
SMILES OpenEye OEToolkits 1.5.0 CCC1(Cc2cc3c(c(c2C(C1)OC4CC(C(C(O4)C)OC5CC(C(C(O5)C)OC6CCC(=O)C(O6)C)O)N(C)C)O)C(=O)c7c(cccc7O)C3=O)O
InChI InChI 1.03 InChI=1S/C40H51NO13/c1-7-40(48)16-21-13-23-34(37(47)33-22(35(23)45)9-8-10-26(33)43)36(46)32(21)28(17-40)52-30-14-24(41(5)6)38(19(3)50-30)54-31-15-27(44)39(20(4)51-31)53-29-12-11-25(42)18(2)49-29/h8-10,13,18-20,24,27-31,38-39,43-44,46,48H,7,11-12,14-17H2,1-6H3/t18-,19+,20+,24+,27+,28+,29+,30+,31-,38-,39+,40+/m1/s1
InChIKey InChI 1.03 OXPCRXLITLBLEY-ZVNFQBCFSA-N
Chemical Database Mapping
Database Reference ID
DrugBank DB01806
PubChem 49866627
Feedback Form
Name
Email
Institute
Feedback