| IPAD-DB ID | C00287 |
| Name | N-[2-hydroxy-3-methoxy-5-chlorobenzylidene] huperzine A |
| Category | Natural compounds |
| 2D Structure |
|
| 3D Structure | |
| Molecular Formula | C 2 3 H 2 3 C l N 2 O 3 |
| Molecular Weight | 410.9 g/mol |
| IUPAC Name | (1R, 9R, 13E)-1-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylideneamino]-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02, 7]trideca-2(7), 3, 10-trien-5-one |
| InChI | InChI=1S/C23H23ClN2O3/c1-4-17-14-7-13(2)11-23(17, 18-5-6-21(27)26-19(18)9-14)25-12-15-8-16(24)10-20(29-3)22(15)28/h4-8, 10, 12, 14, 28H, 9, 11H2, 1-3H3, (H, 26, 27)/b17-4+, 25-12?/t14-, 23+/m0/s1 |
| InChIKey | UYRWZANUXPUEPQ-OWNLDCJBSA-N |
| Canonical SMILES | CC=C1C2CC3=C(C1(CC(=C2)C)N=CC4=C(C(=CC(=C4)Cl)OC)O)C=CC(=O)N3 |
| PubChem CID | 135543744 |
| DrugBank Accession Number | DB05520 |
| CAS Registry Number | 180694-97-7 |
| Molecular Weight(Computed by SwissADME) | 410.89 |
| Hac(Computed by SwissADME) | 29 |
| Volume(Computed by ADMETlab 2.0) | 411.985 |
| Density(Computed by ADMETlab 2.0) | 0.996 |
| nRing(Computed by ADMETlab 2.0) | 4 |
| MaxRing(Computed by ADMETlab 2.0) | 12 |
| nHet(Computed by ADMETlab 2.0) | 6 |
| fChar(Computed by ADMETlab 2.0) | 0 |
| nRig(Computed by ADMETlab 2.0) | 24 |
| Flexibility(Computed by ADMETlab 2.0) | 0.125 |
| Stero Centers(Computed by ADMETlab 2.0) | 2 |
| LogS(Computed by ADMETlab 2.0) | -4.529 |
| LogD(Computed by ADMETlab 2.0) | 3.683 |
| logP(Computed by ADMETlab 2.0) | 4.823 |
| TPSA(Computed by SwissADME) | 74.68 |
| Hbond Acceptor(Computed by SwissADME) | 4 |
| Hbond Donor(Computed by SwissADME) | 2 |
| Rotatable Bonds(Computed by SwissADME) |
| GI Absorption(Computed by SwissADME) | High |
| 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) | Yes |
| CYP2C9 Inhibitor(Computed by SwissADME) | Yes |
| CYP2D6 Inhibitor(Computed by SwissADME) | No |
| CYP3A4 Inhibitor(Computed by SwissADME) | Yes |
| log Kp(Skin Permeation)(Computed by SwissADME) | -6.94 |
| Lipinski(Computed by SwissADME) | 0 |
| Ghose(Computed by SwissADME) | 0 |
| Veber(Computed by SwissADME) | 0 |
| Egan(Computed by SwissADME) | 0 |
| Muegge(Computed by SwissADME) | 0 |
| Bioavailability Score(Computed by SwissADME) | 0.55 |