NPASS drugs

Drug Information

Drug ID:	NPD5609
Drug Name:	Minocycline
Molecular Formula:	C23H27N3O7
Canonical SMILES:	CN([C@@H]1C(=C(C(=N)O)C(=O)[C@@]2([C@H]1C[C@@H]1Cc3c(C(=O)C1=C2O)c(O)ccc3N(C)C)O)O)C
Standard InCHI:	InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
Standard InCHIKey:	DYKFCLLONBREIL-KVUCHLLUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5609

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	264
0.1-0.2	1187
0.2-0.3	4495
0.3-0.4	7905
0.4-0.5	6919
0.5-0.6	9305
0.6-0.7	797
0.7-0.8	14
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC317727
Intermediate Similarity	0.8415	NPC291305
Intermediate Similarity	0.837	NPC469973
Intermediate Similarity	0.8191	NPC295531
Intermediate Similarity	0.7817	NPC39528
Intermediate Similarity	0.7662	NPC96730
Intermediate Similarity	0.7553	NPC112336
Intermediate Similarity	0.7553	NPC474814
Intermediate Similarity	0.7407	NPC471778
Intermediate Similarity	0.7358	NPC474815
Intermediate Similarity	0.7326	NPC199737
Intermediate Similarity	0.731	NPC288854
Intermediate Similarity	0.7246	NPC133156
Intermediate Similarity	0.7188	NPC126676
Intermediate Similarity	0.7188	NPC469671
Intermediate Similarity	0.7172	NPC132751
Intermediate Similarity	0.7143	NPC475983
Intermediate Similarity	0.7079	NPC70340
Remote Similarity	0.6957	NPC17677
Remote Similarity	0.6942	NPC170333
Remote Similarity	0.6934	NPC478075
Remote Similarity	0.6927	NPC204867
Remote Similarity	0.6904	NPC471743
Remote Similarity	0.6861	NPC285254
Remote Similarity	0.6857	NPC471489
Remote Similarity	0.6842	NPC17160
Remote Similarity	0.6842	NPC313720
Remote Similarity	0.6837	NPC25961
Remote Similarity	0.6833	NPC118189
Remote Similarity	0.683	NPC473458
Remote Similarity	0.6818	NPC288110
Remote Similarity	0.6816	NPC477394
Remote Similarity	0.6773	NPC182853
Remote Similarity	0.6757	NPC76478
Remote Similarity	0.6757	NPC323798
Remote Similarity	0.6756	NPC470480
Remote Similarity	0.6746	NPC316282
Remote Similarity	0.6744	NPC207873
Remote Similarity	0.6744	NPC100573
Remote Similarity	0.6728	NPC220241
Remote Similarity	0.6728	NPC295479
Remote Similarity	0.6726	NPC251071
Remote Similarity	0.6721	NPC472243
Remote Similarity	0.6716	NPC298320
Remote Similarity	0.6712	NPC298449
Remote Similarity	0.6701	NPC476231
Remote Similarity	0.67	NPC477187
Remote Similarity	0.6699	NPC5630
Remote Similarity	0.6699	NPC474059
Remote Similarity	0.6697	NPC134702
Remote Similarity	0.6667	NPC114468
Remote Similarity	0.6667	NPC144691
Remote Similarity	0.6667	NPC92803
Remote Similarity	0.6649	NPC27904
Remote Similarity	0.6635	NPC218733
Remote Similarity	0.6635	NPC132874
Remote Similarity	0.6635	NPC138615
Remote Similarity	0.6635	NPC265642
Remote Similarity	0.663	NPC238108
Remote Similarity	0.6621	NPC305542
Remote Similarity	0.662	NPC212123
Remote Similarity	0.6618	NPC471196
Remote Similarity	0.6618	NPC471195
Remote Similarity	0.6608	NPC471513
Remote Similarity	0.6607	NPC253314
Remote Similarity	0.6607	NPC7560
Remote Similarity	0.6606	NPC124086
Remote Similarity	0.6606	NPC234772
Remote Similarity	0.6601	NPC472163
Remote Similarity	0.6592	NPC222046
Remote Similarity	0.6591	NPC268223
Remote Similarity	0.6591	NPC30749
Remote Similarity	0.659	NPC90185
Remote Similarity	0.6589	NPC1464
Remote Similarity	0.6585	NPC477391
Remote Similarity	0.6584	NPC274002
Remote Similarity	0.6584	NPC126515
Remote Similarity	0.6584	NPC472331
Remote Similarity	0.6582	NPC139506
Remote Similarity	0.6582	NPC292143
Remote Similarity	0.6577	NPC246658
Remote Similarity	0.6575	NPC9894
Remote Similarity	0.657	NPC18890
Remote Similarity	0.6564	NPC93653
Remote Similarity	0.6561	NPC2905
Remote Similarity	0.6561	NPC476444
Remote Similarity	0.6561	NPC148391
Remote Similarity	0.6559	NPC472241
Remote Similarity	0.655	NPC477185
Remote Similarity	0.655	NPC477397
Remote Similarity	0.6545	NPC127996
Remote Similarity	0.6545	NPC470481
Remote Similarity	0.6545	NPC470482
Remote Similarity	0.6545	NPC116178
Remote Similarity	0.6544	NPC308943
Remote Similarity	0.6543	NPC472242
Remote Similarity	0.6542	NPC136573
Remote Similarity	0.6542	NPC176371
Remote Similarity	0.6535	NPC474081
Remote Similarity	0.6535	NPC13249
Remote Similarity	0.6533	NPC314693
Remote Similarity	0.6531	NPC191863
Remote Similarity	0.6531	NPC289776
Remote Similarity	0.6531	NPC133470
Remote Similarity	0.653	NPC474366
Remote Similarity	0.6526	NPC107828
Remote Similarity	0.6526	NPC90358
Remote Similarity	0.6522	NPC316574
Remote Similarity	0.6516	NPC217903
Remote Similarity	0.6512	NPC15987
Remote Similarity	0.6509	NPC160113
Remote Similarity	0.6509	NPC476220
Remote Similarity	0.6508	NPC146370
Remote Similarity	0.6508	NPC478039
Remote Similarity	0.65	NPC218303
Remote Similarity	0.649	NPC477998
Remote Similarity	0.649	NPC183805
Remote Similarity	0.649	NPC320088
Remote Similarity	0.6489	NPC297322
Remote Similarity	0.6488	NPC470317
Remote Similarity	0.6486	NPC190401
Remote Similarity	0.6486	NPC176113
Remote Similarity	0.6486	NPC239763
Remote Similarity	0.6485	NPC129624
Remote Similarity	0.6485	NPC475607
Remote Similarity	0.6481	NPC154922
Remote Similarity	0.6479	NPC193906
Remote Similarity	0.6479	NPC23080
Remote Similarity	0.6479	NPC311054
Remote Similarity	0.6479	NPC112752
Remote Similarity	0.6476	NPC196231
Remote Similarity	0.6474	NPC2672
Remote Similarity	0.6473	NPC262725
Remote Similarity	0.6473	NPC33902
Remote Similarity	0.6473	NPC276674
Remote Similarity	0.6473	NPC150308
Remote Similarity	0.6471	NPC119722
Remote Similarity	0.6468	NPC41501
Remote Similarity	0.6468	NPC222561
Remote Similarity	0.6465	NPC469732
Remote Similarity	0.6465	NPC472330
Remote Similarity	0.6465	NPC472329
Remote Similarity	0.646	NPC121069
Remote Similarity	0.6456	NPC477392
Remote Similarity	0.6456	NPC315934
Remote Similarity	0.6455	NPC269449
Remote Similarity	0.645	NPC316065
Remote Similarity	0.645	NPC227033
Remote Similarity	0.645	NPC289905
Remote Similarity	0.6445	NPC78284
Remote Similarity	0.6445	NPC203972
Remote Similarity	0.6445	NPC45850
Remote Similarity	0.6444	NPC471530
Remote Similarity	0.6442	NPC21425
Remote Similarity	0.6441	NPC321166
Remote Similarity	0.6441	NPC151781
Remote Similarity	0.6441	NPC74562
Remote Similarity	0.6441	NPC316181
Remote Similarity	0.6437	NPC132385
Remote Similarity	0.6436	NPC475594
Remote Similarity	0.6436	NPC95412
Remote Similarity	0.6429	NPC303384
Remote Similarity	0.6429	NPC268393
Remote Similarity	0.6429	NPC13599
Remote Similarity	0.6429	NPC298840
Remote Similarity	0.6429	NPC3214
Remote Similarity	0.6429	NPC191088
Remote Similarity	0.6425	NPC220337
Remote Similarity	0.6425	NPC68967
Remote Similarity	0.6423	NPC282346
Remote Similarity	0.6422	NPC475761
Remote Similarity	0.6422	NPC474041
Remote Similarity	0.642	NPC185172
Remote Similarity	0.6419	NPC313274
Remote Similarity	0.6417	NPC279589
Remote Similarity	0.6415	NPC198205
Remote Similarity	0.6415	NPC21483
Remote Similarity	0.6414	NPC477395
Remote Similarity	0.641	NPC291173
Remote Similarity	0.6409	NPC477160
Remote Similarity	0.6406	NPC241392
Remote Similarity	0.6402	NPC120239
Remote Similarity	0.64	NPC316368
Remote Similarity	0.64	NPC87560
Remote Similarity	0.64	NPC284236
Remote Similarity	0.6398	NPC304837
Remote Similarity	0.6398	NPC476258
Remote Similarity	0.6398	NPC206109
Remote Similarity	0.6398	NPC114039
Remote Similarity	0.6396	NPC10732
Remote Similarity	0.6393	NPC198160
Remote Similarity	0.6392	NPC45048
Remote Similarity	0.639	NPC475685
Remote Similarity	0.639	NPC39822
Remote Similarity	0.6389	NPC1991
Remote Similarity	0.6389	NPC471512
Remote Similarity	0.6385	NPC473375
Remote Similarity	0.6385	NPC303214
Remote Similarity	0.6385	NPC97100
Remote Similarity	0.6384	NPC469928

Drug Structure

NPD5609 OpenBabel08211708292D 39 42 0 0 1 0 0 0 0 0999 V2000 5.0753 2.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3835 2.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6918 2.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0753 0.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0753 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 1.4651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 1.4651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6918 0.9767 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3835 0.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9767 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2294 1.4651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2294 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6918 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3835 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6918 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 1.4651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5377 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6918 0.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 -0.4884 0.0000 C 0 0 0 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 -3.3835 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2294 2.4419 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 2.4419 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2294 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3835 0.9767 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0753 -1.9535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 2.4419 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6918 -1.9535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3835 -1.9535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -2.4419 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 10 1 0 0 0 0 8 9 1 0 0 0 0 8 11 1 0 0 0 0 9 7 1 6 0 0 0 9 14 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 17 1 0 0 0 0 11 23 1 6 0 0 0 12 25 1 0 0 0 0 13 15 2 0 0 0 0 13 27 1 0 0 0 0 14 18 1 0 0 0 0 14 20 2 0 0 0 0 15 18 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 26 1 1 0 0 0 18 28 2 0 0 0 0 19 29 1 0 0 0 0 20 23 1 0 0 0 0 20 30 1 0 0 0 0 21 23 1 0 0 0 0 21 31 2 0 0 0 0 22 24 2 0 0 0 0 22 32 1 0 0 0 0 23 33 1 1 0 0 0 24 34 1 0 0 0 0 27 35 1 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 32 38 1 0 0 0 0 33 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000405
DrugBank	DB01017
ChEMBL	CHEMBL1434
IUPHAR/BPS
PharmaGKB	PA450519
KEGG Drug	D05045
PubChem CID
ChEBI	50694
CAS Number	10118-90-8

Drug Properties

Molecular Weight	457.18
ALogP	-2.2399
MLogP	2.89
XLogP	1.047
HDA	9
HBD	6
Rotatable Bonds	12
TPSA	165.62
RO5 Violation	1