NPASS drugs

Drug Information

Drug ID:	NPD4386
Drug Name:	Demeclocycline Hydrochloride
Molecular Formula:	C21H21ClN2O8.ClH
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.Cl
Standard InCHI:	InChI=1S/C21H21ClN2O8.ClH/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);1H/t6-,7-,14-,15-,21-;/m0./s1
Standard InCHIKey:	GVSJQNRGSCOSNJ-KBHRXELFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4386

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.

Range	Similarity Score Range
0-0.1	218
0.1-0.2	1098
0.2-0.3	3317
0.3-0.4	8531
0.4-0.5	7423
0.5-0.6	9542
0.6-0.7	753
0.7-0.8	3
0.8-0.85	0
0.85-0.9	2
0.9-0.95	1
0.95-1	2

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

NPD4386 OpenBabel08211705262D 40 42 0 0 1 0 0 0 0 0999 V2000 3.0377 -5.8721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -5.8721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8047 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8047 -2.9419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -4.4070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4212 -3.9186 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7294 -3.9186 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9589 -4.4070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9589 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4212 -2.9419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1130 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1130 -2.9419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0377 -2.9419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -4.4070 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.2671 -4.4070 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.2671 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0377 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1918 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -2.9419 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.9589 -5.3837 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.1918 -1.4767 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -5.3837 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.9589 -1.4767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2671 -5.3837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2671 -1.4767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1918 -4.4070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -1.4767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3459 -2.9419 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -1.9651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0975 0.1435 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3459 -0.9884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8047 -0.9884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1130 -5.8721 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3459 -3.9186 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -0.9884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.4535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -1.4767 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 7 1 0 0 0 0 6 5 1 1 0 0 0 6 10 1 0 0 0 0 6 15 1 0 0 0 0 7 14 1 0 0 0 0 7 21 1 1 0 0 0 8 11 2 0 0 0 0 8 22 1 0 0 0 0 9 12 2 0 0 0 0 9 25 1 0 0 0 0 10 16 1 0 0 0 0 10 18 2 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 24 1 6 0 0 0 15 26 1 1 0 0 0 16 27 2 0 0 0 0 17 28 1 0 0 0 0 18 21 1 0 0 0 0 18 29 1 0 0 0 0 19 21 1 0 0 0 0 19 30 2 0 0 0 0 20 23 2 0 0 0 0 20 31 1 0 0 0 0 21 32 1 6 0 0 0 23 34 1 0 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 28 37 1 0 0 0 0 29 38 1 0 0 0 0 31 39 1 0 0 0 0 32 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

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