CAS 30562-34-6|@geldanamycin|(4Z,6Z,8R,9R,10Z,12R,13R,14R,16S)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate|G...

General Information

Structure

Molecular Formula

C₂₉H₄₀N₂O₉

Molecular Mass

560.6359

Exact Mass

560.27338087

Charge

InChI

InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9-,18-13-/t15-,17+,22+,23+,24+,26+/m0/s1

InChIKey

QTQAWLPCGQOSGP-GBTDJJJQSA-N

Canonic Smiles

CO[C@@H]1C[C@@H](C)CC2=C(OC)C(=O)C=C(C2=O)NC(=O)/C(=C\C=C/[C@H]([C@@H](/C(=C\[C@H]([C@H]1O)C)/C)OC(=O)N)OC)/C

Isomeric Smiles

CO[C@@H]1C[C@@H](C)CC2=C(OC)C(=O)C=C(NC(=O)/C(=C\C=C/[C@@H](OC)[C@H](OC(=O)N)/C(=C\[C@@H](C)[C@H]1O)/C)/C)C2=O

Calculated Properties

JChem

Acid pKa

12.766906

H Acceptors

H Donor

LogD (pH = 5.5)

2.1511946

LogD (pH = 7.4)

2.151193

Log P

2.1511946

Molar Refractivity

152.6793

Polarizability

57.511158

Polar Surface Area

163.48

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

2.54

LOG S

-4.95

Solubility (Water)

6.34e-03 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

@geldanamycin

IUPAC name

(4Z,6Z,8R,9R,10Z,12R,13R,14R,16S)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

Synonyms

Geldanamycin

Names and Identifiers

Registration numbers

PubChem SID

46505674160965616

CAS Number

30562-34-6

PubChem CID

46936377

Registration numbers

Properties