NPASS drugs

Drug Information

Drug ID:	NPD4975
Drug Name:	Chlortetracycline
Molecular Formula:	C22H23ClN2O8
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@@]1(C)O)c(Cl)ccc2O)O)O)C
Standard InCHI:	InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1
Standard InCHIKey:	CYDMQBQPVICBEU-XRNKAMNCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4975

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	254
0.1-0.2	1180
0.2-0.3	4001
0.3-0.4	8604
0.4-0.5	7255
0.5-0.6	8940
0.6-0.7	650
0.7-0.8	1
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	NPC39528
High Similarity	0.9777	NPC96730
High Similarity	0.9091	NPC291305
High Similarity	0.884	NPC295531
High Similarity	0.8619	NPC469973
Intermediate Similarity	0.7817	NPC317727
Remote Similarity	0.6865	NPC476444
Remote Similarity	0.6845	NPC264938
Remote Similarity	0.6809	NPC68967
Remote Similarity	0.6793	NPC297322
Remote Similarity	0.6683	NPC329790
Remote Similarity	0.6682	NPC313274
Remote Similarity	0.6635	NPC42286
Remote Similarity	0.661	NPC1991
Remote Similarity	0.6587	NPC196231
Remote Similarity	0.6583	NPC12890
Remote Similarity	0.6575	NPC58685
Remote Similarity	0.6573	NPC316164
Remote Similarity	0.6573	NPC471530
Remote Similarity	0.6566	NPC314693
Remote Similarity	0.6558	NPC314941
Remote Similarity	0.6544	NPC315889
Remote Similarity	0.6524	NPC289223
Remote Similarity	0.6517	NPC3224
Remote Similarity	0.6517	NPC231774
Remote Similarity	0.651	NPC44378
Remote Similarity	0.651	NPC280753
Remote Similarity	0.6508	NPC29932
Remote Similarity	0.65	NPC278928
Remote Similarity	0.6498	NPC314596
Remote Similarity	0.649	NPC209865
Remote Similarity	0.6486	NPC238108
Remote Similarity	0.6486	NPC305060
Remote Similarity	0.648	NPC280497
Remote Similarity	0.648	NPC470564
Remote Similarity	0.6471	NPC73555
Remote Similarity	0.6471	NPC315253
Remote Similarity	0.6468	NPC301846
Remote Similarity	0.6468	NPC131078
Remote Similarity	0.6458	NPC94781
Remote Similarity	0.6455	NPC143898
Remote Similarity	0.6452	NPC314946
Remote Similarity	0.6449	NPC314738
Remote Similarity	0.6449	NPC109403
Remote Similarity	0.6449	NPC261012
Remote Similarity	0.644	NPC136878
Remote Similarity	0.644	NPC285122
Remote Similarity	0.6432	NPC272268
Remote Similarity	0.6429	NPC314257
Remote Similarity	0.6429	NPC313582
Remote Similarity	0.6425	NPC306765
Remote Similarity	0.6425	NPC288854
Remote Similarity	0.6418	NPC470735
Remote Similarity	0.6418	NPC329647
Remote Similarity	0.6409	NPC34414
Remote Similarity	0.6409	NPC146647
Remote Similarity	0.6408	NPC298339
Remote Similarity	0.6404	NPC310540
Remote Similarity	0.6404	NPC256935
Remote Similarity	0.6404	NPC184518
Remote Similarity	0.6404	NPC108948
Remote Similarity	0.6398	NPC245923
Remote Similarity	0.6398	NPC147418
Remote Similarity	0.6393	NPC110609
Remote Similarity	0.6393	NPC242358
Remote Similarity	0.6393	NPC246693
Remote Similarity	0.6389	NPC286135
Remote Similarity	0.6387	NPC170055
Remote Similarity	0.6387	NPC471683
Remote Similarity	0.6381	NPC473300
Remote Similarity	0.6381	NPC475336
Remote Similarity	0.6381	NPC453583
Remote Similarity	0.6378	NPC283088
Remote Similarity	0.6378	NPC96160
Remote Similarity	0.6378	NPC4331
Remote Similarity	0.6374	NPC55949
Remote Similarity	0.6373	NPC470479
Remote Similarity	0.6373	NPC112816
Remote Similarity	0.6368	NPC199936
Remote Similarity	0.6368	NPC471682
Remote Similarity	0.6364	NPC230811
Remote Similarity	0.6359	NPC4170
Remote Similarity	0.6359	NPC205918
Remote Similarity	0.6359	NPC171968
Remote Similarity	0.6359	NPC115458
Remote Similarity	0.6355	NPC316412
Remote Similarity	0.6355	NPC315351
Remote Similarity	0.6355	NPC293624
Remote Similarity	0.6355	NPC83019
Remote Similarity	0.6351	NPC33372
Remote Similarity	0.6351	NPC67246
Remote Similarity	0.635	NPC101207
Remote Similarity	0.6349	NPC477275
Remote Similarity	0.6344	NPC474813
Remote Similarity	0.6344	NPC474311
Remote Similarity	0.6343	NPC64576
Remote Similarity	0.6343	NPC254045
Remote Similarity	0.6343	NPC151470
Remote Similarity	0.6343	NPC201055
Remote Similarity	0.6341	NPC474857
Remote Similarity	0.634	NPC477566
Remote Similarity	0.634	NPC477567
Remote Similarity	0.6339	NPC205992
Remote Similarity	0.6339	NPC17083
Remote Similarity	0.6339	NPC244699
Remote Similarity	0.6337	NPC73544
Remote Similarity	0.6335	NPC84568
Remote Similarity	0.6335	NPC48130
Remote Similarity	0.6335	NPC300684
Remote Similarity	0.6335	NPC79627
Remote Similarity	0.6335	NPC218866
Remote Similarity	0.6332	NPC470559
Remote Similarity	0.6324	NPC287604
Remote Similarity	0.6324	NPC472262
Remote Similarity	0.6324	NPC50924
Remote Similarity	0.6324	NPC161964
Remote Similarity	0.6321	NPC477569
Remote Similarity	0.6316	NPC151292
Remote Similarity	0.6316	NPC469520
Remote Similarity	0.6316	NPC257644
Remote Similarity	0.6316	NPC291078
Remote Similarity	0.6316	NPC85310
Remote Similarity	0.6313	NPC472623
Remote Similarity	0.6313	NPC97086
Remote Similarity	0.6308	NPC315520
Remote Similarity	0.6308	NPC204580
Remote Similarity	0.6305	NPC311679
Remote Similarity	0.6304	NPC17843
Remote Similarity	0.6303	NPC191606
Remote Similarity	0.6303	NPC471754
Remote Similarity	0.6303	NPC317882
Remote Similarity	0.6298	NPC132751
Remote Similarity	0.6296	NPC225243
Remote Similarity	0.6293	NPC316461
Remote Similarity	0.6293	NPC277865
Remote Similarity	0.6288	NPC252156
Remote Similarity	0.6286	NPC162694
Remote Similarity	0.628	NPC264922
Remote Similarity	0.6278	NPC103540
Remote Similarity	0.6277	NPC61398
Remote Similarity	0.6277	NPC416
Remote Similarity	0.6277	NPC13715
Remote Similarity	0.627	NPC53896
Remote Similarity	0.6269	NPC472157
Remote Similarity	0.6269	NPC472405
Remote Similarity	0.6264	NPC247250
Remote Similarity	0.6264	NPC48248
Remote Similarity	0.6264	NPC767
Remote Similarity	0.6264	NPC237225
Remote Similarity	0.6264	NPC282923
Remote Similarity	0.6263	NPC68727
Remote Similarity	0.6262	NPC191193
Remote Similarity	0.6262	NPC321072
Remote Similarity	0.6262	NPC215892
Remote Similarity	0.6262	NPC242662
Remote Similarity	0.6257	NPC315275
Remote Similarity	0.6257	NPC155211
Remote Similarity	0.6257	NPC472308
Remote Similarity	0.6256	NPC120171
Remote Similarity	0.6255	NPC328287
Remote Similarity	0.625	NPC15506
Remote Similarity	0.625	NPC10764
Remote Similarity	0.625	NPC477409
Remote Similarity	0.625	NPC477816
Remote Similarity	0.6244	NPC94499
Remote Similarity	0.6243	NPC114620
Remote Similarity	0.6243	NPC96915
Remote Similarity	0.6243	NPC103337
Remote Similarity	0.6239	NPC232533
Remote Similarity	0.6239	NPC243483
Remote Similarity	0.6239	NPC244191
Remote Similarity	0.6239	NPC67346
Remote Similarity	0.6238	NPC470561
Remote Similarity	0.6238	NPC245122
Remote Similarity	0.6237	NPC10842
Remote Similarity	0.6237	NPC12070
Remote Similarity	0.6233	NPC471606
Remote Similarity	0.6233	NPC281629
Remote Similarity	0.6233	NPC66909
Remote Similarity	0.6233	NPC279665
Remote Similarity	0.6233	NPC208553
Remote Similarity	0.6233	NPC24228
Remote Similarity	0.6233	NPC181964
Remote Similarity	0.6231	NPC313299
Remote Similarity	0.623	NPC239136
Remote Similarity	0.623	NPC474300
Remote Similarity	0.623	NPC19631
Remote Similarity	0.623	NPC99731
Remote Similarity	0.6227	NPC80472
Remote Similarity	0.6226	NPC471629
Remote Similarity	0.6226	NPC470103
Remote Similarity	0.6226	NPC70340
Remote Similarity	0.6226	NPC324251
Remote Similarity	0.6226	NPC206211
Remote Similarity	0.6226	NPC275170
Remote Similarity	0.6226	NPC306001
Remote Similarity	0.6226	NPC473400
Remote Similarity	0.6224	NPC48949
Remote Similarity	0.6223	NPC277559
Remote Similarity	0.6222	NPC173978

Drug Structure

NPD4975 OpenBabel08211706322D 40 43 0 0 1 0 0 0 0 0999 V2000 3.2301 -2.1569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6927 -2.9318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0781 -0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0781 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 -1.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6927 -0.9773 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.9773 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2317 -1.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2317 0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6927 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3854 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6927 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3854 -0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 -1.4659 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5390 0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6927 -0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5390 0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5390 -1.4659 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2317 -2.4432 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5390 1.4659 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 -2.4432 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2317 1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5390 1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5390 -1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3854 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6361 -1.8399 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6927 1.9545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0781 1.9545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5390 -2.4432 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6927 1.9545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2317 0.4886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5086 -2.8088 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 2.4432 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 7 21 1 1 0 0 0 8 15 1 0 0 0 0 8 22 1 1 0 0 0 9 14 2 0 0 0 0 9 23 1 0 0 0 0 10 12 2 0 0 0 0 10 26 1 0 0 0 0 11 16 1 0 0 0 0 11 18 2 0 0 0 0 12 14 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 21 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 6 0 0 0 16 27 2 0 0 0 0 17 28 1 0 0 0 0 18 22 1 0 0 0 0 18 29 1 0 0 0 0 19 22 1 0 0 0 0 19 30 2 0 0 0 0 20 24 2 0 0 0 0 20 31 1 0 0 0 0 21 1 1 6 0 0 0 21 32 1 0 0 0 0 22 33 1 6 0 0 0 24 34 1 0 0 0 0 26 35 1 0 0 0 0 28 36 1 0 0 0 0 29 37 1 0 0 0 0 31 38 1 0 0 0 0 32 39 1 0 0 0 0 33 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016570
DrugBank	DB09093
ChEMBL	CHEMBL404520
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	27644
CAS Number	57-62-5

Drug Properties

Molecular Weight	478.11
ALogP	-2.0685
MLogP	2.67
XLogP	0.931
HDA	9
HBD	7
Rotatable Bonds	12
TPSA	182.61
RO5 Violation	1