Drug Information

Drug ID:  NPD4387
Drug Name:  Demeclocycline
Molecular Formula:  C21H21ClN2O8
Canonical SMILES:  CN([C@@H]1C(=C(C(=N)O)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@H]1O)c(Cl)ccc2O)O)O)C
Standard InCHI:  InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1
Standard InCHIKey:  FMTDIUIBLCQGJB-SEYHBJAFSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4387

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 1.0 NPC96730
High Similarity 0.9777 NPC39528
High Similarity 0.9061 NPC295531
High Similarity 0.8889 NPC291305
High Similarity 0.884 NPC469973
Intermediate Similarity 0.7662 NPC317727
Intermediate Similarity 0.7039 NPC264938
Intermediate Similarity 0.7021 NPC68967
Remote Similarity 0.6878 NPC329790
Remote Similarity 0.6872 NPC313274
Remote Similarity 0.6825 NPC42286
Remote Similarity 0.6784 NPC12890
Remote Similarity 0.6768 NPC314693
Remote Similarity 0.6761 NPC316164
Remote Similarity 0.6744 NPC314941
Remote Similarity 0.6728 NPC315889
Remote Similarity 0.672 NPC29932
Remote Similarity 0.672 NPC476444
Remote Similarity 0.6714 NPC289223
Remote Similarity 0.6703 NPC305060
Remote Similarity 0.6682 NPC314596
Remote Similarity 0.6667 NPC143898
Remote Similarity 0.6652 NPC315253
Remote Similarity 0.6649 NPC297322
Remote Similarity 0.6649 NPC285122
Remote Similarity 0.6649 NPC136878
Remote Similarity 0.6636 NPC261012
Remote Similarity 0.6636 NPC109403
Remote Similarity 0.6636 NPC314946
Remote Similarity 0.6636 NPC314738
Remote Similarity 0.6633 NPC314257
Remote Similarity 0.6632 NPC44378
Remote Similarity 0.6632 NPC280753
Remote Similarity 0.6617 NPC329647
Remote Similarity 0.6617 NPC470735
Remote Similarity 0.6612 NPC110609
Remote Similarity 0.6612 NPC242358
Remote Similarity 0.6612 NPC246693
Remote Similarity 0.6607 NPC313582
Remote Similarity 0.6603 NPC209865
Remote Similarity 0.6597 NPC170055
Remote Similarity 0.658 NPC112816
Remote Similarity 0.658 NPC94781
Remote Similarity 0.6574 NPC286135
Remote Similarity 0.6571 NPC453583
Remote Similarity 0.6571 NPC475336
Remote Similarity 0.6571 NPC473300
Remote Similarity 0.6564 NPC205918
Remote Similarity 0.655 NPC101207
Remote Similarity 0.6545 NPC79627
Remote Similarity 0.6545 NPC218866
Remote Similarity 0.6545 NPC300684
Remote Similarity 0.6545 NPC84568
Remote Similarity 0.6545 NPC48130
Remote Similarity 0.6542 NPC316412
Remote Similarity 0.6542 NPC315351
Remote Similarity 0.654 NPC33372
Remote Similarity 0.654 NPC67246
Remote Similarity 0.654 NPC196231
Remote Similarity 0.6537 NPC474857
Remote Similarity 0.6533 NPC470559
Remote Similarity 0.6526 NPC85310
Remote Similarity 0.6526 NPC469520
Remote Similarity 0.6522 NPC17843
Remote Similarity 0.6515 NPC280497
Remote Similarity 0.6498 NPC97086
Remote Similarity 0.6495 NPC470479
Remote Similarity 0.6493 NPC471754
Remote Similarity 0.6493 NPC317882
Remote Similarity 0.6484 NPC247250
Remote Similarity 0.6484 NPC767
Remote Similarity 0.6471 NPC315275
Remote Similarity 0.6466 NPC316461
Remote Similarity 0.6465 NPC83019
Remote Similarity 0.6465 NPC68727
Remote Similarity 0.6464 NPC1991
Remote Similarity 0.6463 NPC252156
Remote Similarity 0.6458 NPC477409
Remote Similarity 0.6452 NPC151470
Remote Similarity 0.6452 NPC201055
Remote Similarity 0.6452 NPC64576
Remote Similarity 0.6452 NPC254045
Remote Similarity 0.6449 NPC191193
Remote Similarity 0.6449 NPC215892
Remote Similarity 0.6449 NPC321072
Remote Similarity 0.6449 NPC242662
Remote Similarity 0.6444 NPC234890
Remote Similarity 0.6444 NPC74507
Remote Similarity 0.6442 NPC477816
Remote Similarity 0.6432 NPC94499
Remote Similarity 0.6432 NPC472623
Remote Similarity 0.6432 NPC58685
Remote Similarity 0.6429 NPC471530
Remote Similarity 0.6426 NPC328287
Remote Similarity 0.6422 NPC243483
Remote Similarity 0.6422 NPC232533
Remote Similarity 0.6422 NPC67346
Remote Similarity 0.6419 NPC181964
Remote Similarity 0.6419 NPC471606
Remote Similarity 0.6419 NPC204580
Remote Similarity 0.6419 NPC208553
Remote Similarity 0.6415 NPC275170
Remote Similarity 0.6415 NPC191606
Remote Similarity 0.6415 NPC470103
Remote Similarity 0.6415 NPC306001
Remote Similarity 0.6415 NPC70340
Remote Similarity 0.6415 NPC473400
Remote Similarity 0.6415 NPC206211
Remote Similarity 0.6415 NPC324251
Remote Similarity 0.6415 NPC471629
Remote Similarity 0.6414 NPC218870
Remote Similarity 0.6414 NPC474824
Remote Similarity 0.6414 NPC182921
Remote Similarity 0.6414 NPC470408
Remote Similarity 0.6414 NPC312482
Remote Similarity 0.6409 NPC80472
Remote Similarity 0.6408 NPC470580
Remote Similarity 0.6406 NPC108487
Remote Similarity 0.6406 NPC313541
Remote Similarity 0.6406 NPC199936
Remote Similarity 0.6404 NPC470081
Remote Similarity 0.6402 NPC173980
Remote Similarity 0.6398 NPC162694
Remote Similarity 0.6394 NPC264922
Remote Similarity 0.639 NPC129578
Remote Similarity 0.6389 NPC473558
Remote Similarity 0.6388 NPC316368
Remote Similarity 0.6388 NPC284236
Remote Similarity 0.6386 NPC472405
Remote Similarity 0.6382 NPC3449
Remote Similarity 0.6378 NPC478219
Remote Similarity 0.6378 NPC120171
Remote Similarity 0.6376 NPC476662
Remote Similarity 0.6374 NPC3224
Remote Similarity 0.6374 NPC231774
Remote Similarity 0.6373 NPC163924
Remote Similarity 0.6373 NPC103910
Remote Similarity 0.6373 NPC54661
Remote Similarity 0.6372 NPC473371
Remote Similarity 0.6368 NPC15506
Remote Similarity 0.6368 NPC114620
Remote Similarity 0.6368 NPC103337
Remote Similarity 0.6364 NPC298339
Remote Similarity 0.6364 NPC51824
Remote Similarity 0.6364 NPC478220
Remote Similarity 0.6364 NPC470338
Remote Similarity 0.6364 NPC113608
Remote Similarity 0.6364 NPC268992
Remote Similarity 0.6364 NPC470340
Remote Similarity 0.6364 NPC470337
Remote Similarity 0.6359 NPC278928
Remote Similarity 0.6359 NPC315406
Remote Similarity 0.6355 NPC470561
Remote Similarity 0.6355 NPC245122
Remote Similarity 0.6354 NPC248068
Remote Similarity 0.6354 NPC474300
Remote Similarity 0.635 NPC474861
Remote Similarity 0.635 NPC470564
Remote Similarity 0.635 NPC313299
Remote Similarity 0.635 NPC478223
Remote Similarity 0.6349 NPC238108
Remote Similarity 0.6347 NPC43069
Remote Similarity 0.6347 NPC140577
Remote Similarity 0.6346 NPC73555
Remote Similarity 0.6344 NPC478047
Remote Similarity 0.6344 NPC70622
Remote Similarity 0.6344 NPC478046
Remote Similarity 0.6344 NPC180210
Remote Similarity 0.6344 NPC314914
Remote Similarity 0.6344 NPC321226
Remote Similarity 0.6344 NPC328856
Remote Similarity 0.6343 NPC66909
Remote Similarity 0.6343 NPC36607
Remote Similarity 0.6341 NPC131078
Remote Similarity 0.6341 NPC301846
Remote Similarity 0.6337 NPC323965
Remote Similarity 0.6337 NPC209463
Remote Similarity 0.6337 NPC284495
Remote Similarity 0.6335 NPC42262
Remote Similarity 0.6335 NPC241349
Remote Similarity 0.6335 NPC32749
Remote Similarity 0.6335 NPC147542
Remote Similarity 0.6335 NPC475768
Remote Similarity 0.6335 NPC220496
Remote Similarity 0.6335 NPC327916
Remote Similarity 0.6335 NPC37992
Remote Similarity 0.6335 NPC126211
Remote Similarity 0.6332 NPC472211
Remote Similarity 0.6332 NPC474621
Remote Similarity 0.6332 NPC155686
Remote Similarity 0.6332 NPC474622
Remote Similarity 0.6332 NPC205172
Remote Similarity 0.6332 NPC209393
Remote Similarity 0.633 NPC473052
Remote Similarity 0.633 NPC472392
Remote Similarity 0.633 NPC473055
Remote Similarity 0.633 NPC476661
Remote Similarity 0.633 NPC133775
Remote Similarity 0.6327 NPC142846
Remote Similarity 0.6326 NPC470099

Drug Structure

External Identifiers

TTD   DAP000402
DrugBank   DB00618
ChEMBL   CHEMBL1591
IUPHAR/BPS  
PharmaGKB   PA164745513
KEGG Drug   D00290
PubChem CID  
ChEBI   4392
CAS Number  127-33-3

Drug Properties

Molecular Weight  464.10
ALogP  -2.5453
MLogP  2.56
XLogP  0.514
HDA  9
HBD  7
Rotatable Bonds  11
TPSA  182.61
RO5 Violation  1