IPAD-DB ID | D01378 |
Name | Geldanamycin |
Category | Drugs |
2D Structure |
|
3D Structure | |
Molecular Formula | C 2 9 H 4 0 N 2 O 9 |
Molecular Weight | 560.6 g/mol |
IUPAC Name | [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-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 |
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+/m1/s1 |
InChIKey | QTQAWLPCGQOSGP-KSRBKZBZSA-N |
Canonical SMILES | CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)C)OC)OC(=O)N)C)C)O)OC |
PubChem CID | 5288382 |
DrugBank Accession Number | DB02424 |
CAS Registry Number | 30562-34-6 |
Molecular Weight(Computed by SwissADME) | 560.64 |
Hac(Computed by SwissADME) | 40 |
Volume(Computed by ADMETlab 2.0) | 570.405 |
Density(Computed by ADMETlab 2.0) | 0.982 |
nRing(Computed by ADMETlab 2.0) | 2 |
MaxRing(Computed by ADMETlab 2.0) | 2 |
nHet(Computed by ADMETlab 2.0) | 11 |
fChar(Computed by ADMETlab 2.0) | 0 |
nRig(Computed by ADMETlab 2.0) | 25 |
Flexibility(Computed by ADMETlab 2.0) | 0.2 |
Stero Centers(Computed by ADMETlab 2.0) | 5 |
LogS(Computed by ADMETlab 2.0) | -3.16 |
LogD(Computed by ADMETlab 2.0) | 2.344 |
logP(Computed by ADMETlab 2.0) | 2.338 |
TPSA(Computed by SwissADME) | 163.48 |
Hbond Acceptor(Computed by SwissADME) | 9 |
Hbond Donor(Computed by SwissADME) | 3 |
Rotatable Bonds(Computed by SwissADME) | 5 |
GI Absorption(Computed by SwissADME) | Low |
BBB(blood-brain barrier) Permeant(Computed by SwissADME) | No |
P-gp Substrate(Computed by SwissADME) | Yes |
CYP1A2 Inhibitor(Computed by SwissADME) | No |
CYP2C19 Inhibitor(Computed by SwissADME) | No |
CYP2C9 Inhibitor(Computed by SwissADME) | No |
CYP2D6 Inhibitor(Computed by SwissADME) | No |
CYP3A4 Inhibitor(Computed by SwissADME) | No |
log Kp(Skin Permeation)(Computed by SwissADME) | -8.31 |
Lipinski(Computed by SwissADME) | 2 |
Ghose(Computed by SwissADME) | 3 |
Veber(Computed by SwissADME) | 1 |
Egan(Computed by SwissADME) | 1 |
Muegge(Computed by SwissADME) | 1 |
Bioavailability Score(Computed by SwissADME) | 0.11 |