IUPAC name
methyl (3Z)-2-hydroxy-3-[({4-[N-methyl-2-(4-methylpiperazin-1-yl)acetamido]phenyl}amino)(phenyl)methylidene]-3H-indole-6-carboxylate
SMILES
COC(=O)C1=CC2=C(C=C1)\C(=C(\NC1=CC=C(C=C1)N(C)C(=O)CN1CCN(C)CC1)C1=CC=CC=C1)C(O)=N2
Compound class
Antineoplastic Agents; Enzyme Inhibitors; Protein Kinase Inhibitors; Antineoplastic and Immunomodulating Agents;
Therapeutic area
Nintedanib is indicated for the treatment of idiopathic pulmonary fibrosis (IPF).
Common name
Nintedanib
IUPAC name
methyl (3Z)-2-hydroxy-3-[({4-[N-methyl-2-(4-methylpiperazin-1-yl)acetamido]phenyl}amino)(phenyl)methylidene]-3H-indole-6-carboxylate
SMILES
COC(=O)C1=CC2=C(C=C1)\C(=C(\NC1=CC=C(C=C1)N(C)C(=O)CN1CCN(C)CC1)C1=CC=CC=C1)C(O)=N2
INCHI
InChI=1S/C31H33N5O4/c1-34-15-17-36(18-16-34)20-27(37)35(2)24-12-10-23(11-13-24)32-29(21-7-5-4-6-8-21)28-25-14-9-22(31(39)40-3)19-26(25)33-30(28)38/h4-14,19,32H,15-18,20H2,1-3H3,(H,33,38)/b29-28-
FORMULA
C31H33N5O4
Common name
Nintedanib
IUPAC name
methyl (3Z)-2-hydroxy-3-[({4-[N-methyl-2-(4-methylpiperazin-1-yl)acetamido]phenyl}amino)(phenyl)methylidene]-3H-indole-6-carboxylate
Molecular weight
539.625
clogP
3.446
clogS
-5.804
HBond Acceptor
7
HBond Donor
2
Total Polar Surface Area
97.71
Number of Rings
5
Rotatable Bond
9
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00027 | N-methylacetamide |
|
N(C(=O)C)C | 0.0175 |
| FDBF00046 | aniline |
|
Nc1ccccc1 | 0.0247 |
| FDBF00105 | methyl formate |
|
O(C=O)C | 0.0323 |
| FDBF04096 | N-methyl-N-phenyl-formamide |
|
O=CN(C)c1ccccc1 | 0.0024 |
| FDBF04098 | methyl 3-methylene-2-oxo-indoline-6-carboxylate |
|
O(C(=O)c1ccc2c(c1)NC(=O)C2=C)C | 0.0003 |
| FDBF04100 | (3Z)-3-[amino(phenyl)methylene]indolin-2-one |
|
O=C1Nc2c(cccc2)C1=C(c3ccccc3)N | 0.0003 |
| FDBF04103 | N-methyl-N-phenyl-acetamide |
|
O=C(N(C)c1ccccc1)C | 0.0007 |
