Drug Information

Drug ID:  NPD9554
Drug Name:  Gemcitabine
Molecular Formula:  C9H11F2N3O4
Canonical SMILES:  OC[C@H]1O[C@H](C([C@@H]1O)(F)F)n1ccc(=N)nc1O
Standard InCHI:  InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1
Standard InCHIKey:  SDUQYLNIPVEERB-QPPQHZFASA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD9554

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 0.9506 NPC229249
High Similarity 0.9167 NPC190334
High Similarity 0.9167 NPC62927
High Similarity 0.8556 NPC329384
Intermediate Similarity 0.8462 NPC280946
Intermediate Similarity 0.8462 NPC226769
Intermediate Similarity 0.8462 NPC6166
Intermediate Similarity 0.837 NPC90240
Intermediate Similarity 0.837 NPC120887
Intermediate Similarity 0.828 NPC328779
Intermediate Similarity 0.8202 NPC328806
Intermediate Similarity 0.8105 NPC328914
Intermediate Similarity 0.764 NPC106780
Intermediate Similarity 0.7391 NPC89051
Intermediate Similarity 0.7391 NPC43246
Intermediate Similarity 0.7158 NPC315063
Intermediate Similarity 0.7083 NPC324390
Intermediate Similarity 0.7011 NPC315806
Intermediate Similarity 0.701 NPC322594
Intermediate Similarity 0.701 NPC320249
Remote Similarity 0.6869 NPC36985
Remote Similarity 0.6869 NPC17892
Remote Similarity 0.6854 NPC469972
Remote Similarity 0.6809 NPC112842
Remote Similarity 0.6809 NPC71339
Remote Similarity 0.68 NPC283698
Remote Similarity 0.68 NPC73765
Remote Similarity 0.6696 NPC313813
Remote Similarity 0.6598 NPC163352
Remote Similarity 0.6598 NPC210456
Remote Similarity 0.6465 NPC171116
Remote Similarity 0.6413 NPC329077
Remote Similarity 0.6344 NPC325902
Remote Similarity 0.6337 NPC327344
Remote Similarity 0.6214 NPC318166
Remote Similarity 0.6214 NPC324516
Remote Similarity 0.6182 NPC329277
Remote Similarity 0.6154 NPC317639
Remote Similarity 0.6111 NPC318142
Remote Similarity 0.6071 NPC149843
Remote Similarity 0.6071 NPC155087
Remote Similarity 0.5918 NPC319753
Remote Similarity 0.59 NPC325723
Remote Similarity 0.5868 NPC245534

Drug Structure

External Identifiers

TTD   DAP001246
DrugBank   DB00441
ChEMBL   CHEMBL888
IUPHAR/BPS   4793
PharmaGKB   PA449748
KEGG Drug   D02368
PubChem CID   60750
ChEBI   175901
CAS Number  95058-81-4

Drug Properties

Molecular Weight  263.07
ALogP  -1.386
MLogP  1.46
XLogP  0.518
HDA  7
HBD  4
Rotatable Bonds  7
TPSA  109.37
RO5 Violation  0