Drug Information

Drug ID:  NPD2252
Drug Name:  Cilastatin
Molecular Formula:  C16H26N2O5S
Canonical SMILES:  OC(=O)[C@H](CSCCCC/C=C(/C(=O)O)N=C([C@H]1CC1(C)C)O)N
Standard InCHI:  InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1
Standard InCHIKey:  DHSUYTOATWAVLW-WFVMDLQDSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2252

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
Remote Similarity 0.6392 NPC314854
Remote Similarity 0.6392 NPC313911
Remote Similarity 0.6239 NPC132931
Remote Similarity 0.6122 NPC55732
Remote Similarity 0.6071 NPC72401
Remote Similarity 0.6071 NPC325339
Remote Similarity 0.6068 NPC59249
Remote Similarity 0.6023 NPC321419
Remote Similarity 0.6 NPC320057
Remote Similarity 0.5905 NPC472614
Remote Similarity 0.5833 NPC315897
Remote Similarity 0.5818 NPC189764
Remote Similarity 0.5766 NPC144780
Remote Similarity 0.5763 NPC329305
Remote Similarity 0.5743 NPC157173
Remote Similarity 0.573 NPC327748
Remote Similarity 0.573 NPC321468
Remote Similarity 0.5702 NPC474873
Remote Similarity 0.5688 NPC319473
Remote Similarity 0.5676 NPC50902
Remote Similarity 0.5676 NPC233273
Remote Similarity 0.5676 NPC205546
Remote Similarity 0.5667 NPC327170
Remote Similarity 0.5667 NPC329564
Remote Similarity 0.566 NPC202056
Remote Similarity 0.5656 NPC471645
Remote Similarity 0.5656 NPC50694
Remote Similarity 0.5636 NPC472613
Remote Similarity 0.563 NPC175585
Remote Similarity 0.561 NPC288109

Drug Structure

External Identifiers

TTD   DAP000632
DrugBank   DB01597
ChEMBL   CHEMBL766
IUPHAR/BPS   5166
PharmaGKB   PA448998
KEGG Drug  
PubChem CID   6435415
ChEBI   3697
CAS Number  82009-34-5

Drug Properties

Molecular Weight  358.16
ALogP  -0.0631
MLogP  2.34
XLogP  -0.214
HDA  7
HBD  4
Rotatable Bonds  17
TPSA  158.51
RO5 Violation  1