NPASS drugs

Drug Information

Drug ID:	NPD7300
Drug Name:	Omadacycline Tosylate
Molecular Formula:	C29H40N4O7.C7H8O3S
Canonical SMILES:	CN([C@@H]1C(=C(C(=N)O)C(=O)[C@@]2([C@H]1C[C@@H]1Cc3c(cc(c(c3C(=O)C1=C2O)O)CNCC(C)(C)C)N(C)C)O)O)C.Cc1ccc(cc1)S(=O)(=O)O
Standard InCHI:	InChI=1S/C29H40N4O7.C7H8O3S/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34;1-6-2-4-7(5-3-6)11(8,9)10/h10,13,16,21,31,34,36-37,40H,8-9,11-12H2,1-7H3,(H2,30,39);2-5H,1H3,(H,8,9,10)/t13-,16-,21-,29-;/m0./s1
Standard InCHIKey:	SETFNHZTVGTBHC-XGLFQKEBSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7300

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	276
0.1-0.2	1248
0.2-0.3	4404
0.3-0.4	8120
0.4-0.5	8323
0.5-0.6	7905
0.6-0.7	600
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	0

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	0.9355	NPC317727
Intermediate Similarity	0.7969	NPC291305
Intermediate Similarity	0.7927	NPC469973
Intermediate Similarity	0.7766	NPC295531
Intermediate Similarity	0.7343	NPC39528
Intermediate Similarity	0.7282	NPC471778
Intermediate Similarity	0.7245	NPC474814
Intermediate Similarity	0.7245	NPC112336
Intermediate Similarity	0.7204	NPC96730
Intermediate Similarity	0.7157	NPC126676
Intermediate Similarity	0.7157	NPC469671
Intermediate Similarity	0.7065	NPC474815
Intermediate Similarity	0.7056	NPC133156
Intermediate Similarity	0.7026	NPC199737
Remote Similarity	0.6965	NPC471743
Remote Similarity	0.6942	NPC288854
Remote Similarity	0.6897	NPC17160
Remote Similarity	0.6897	NPC313720
Remote Similarity	0.6893	NPC132751
Remote Similarity	0.6858	NPC251071
Remote Similarity	0.6854	NPC17677
Remote Similarity	0.6837	NPC471489
Remote Similarity	0.681	NPC70340
Remote Similarity	0.6808	NPC316282
Remote Similarity	0.6771	NPC298449
Remote Similarity	0.6768	NPC475983
Remote Similarity	0.6761	NPC170333
Remote Similarity	0.6758	NPC478075
Remote Similarity	0.6742	NPC25961
Remote Similarity	0.6739	NPC473458
Remote Similarity	0.6726	NPC288110
Remote Similarity	0.6725	NPC477394
Remote Similarity	0.6696	NPC285254
Remote Similarity	0.6682	NPC5630
Remote Similarity	0.6681	NPC313582
Remote Similarity	0.6667	NPC118189
Remote Similarity	0.6652	NPC100573
Remote Similarity	0.6652	NPC207873
Remote Similarity	0.665	NPC204867
Remote Similarity	0.662	NPC138615
Remote Similarity	0.662	NPC265642
Remote Similarity	0.662	NPC132874
Remote Similarity	0.662	NPC218733
Remote Similarity	0.6606	NPC472330
Remote Similarity	0.6606	NPC176371
Remote Similarity	0.6606	NPC472329
Remote Similarity	0.6606	NPC136573
Remote Similarity	0.6604	NPC474059
Remote Similarity	0.6601	NPC314693
Remote Similarity	0.66	NPC476231
Remote Similarity	0.6595	NPC470480
Remote Similarity	0.659	NPC90358
Remote Similarity	0.659	NPC107828
Remote Similarity	0.6576	NPC45048
Remote Similarity	0.6575	NPC1464
Remote Similarity	0.6562	NPC9894
Remote Similarity	0.6557	NPC477998
Remote Similarity	0.6555	NPC470317
Remote Similarity	0.6546	NPC2672
Remote Similarity	0.6545	NPC185172
Remote Similarity	0.6545	NPC472241
Remote Similarity	0.6544	NPC112752
Remote Similarity	0.6544	NPC311054
Remote Similarity	0.654	NPC154922
Remote Similarity	0.6537	NPC279589
Remote Similarity	0.6535	NPC182853
Remote Similarity	0.6533	NPC127996
Remote Similarity	0.6532	NPC308943
Remote Similarity	0.6532	NPC222561
Remote Similarity	0.6528	NPC472242
Remote Similarity	0.6526	NPC471195
Remote Similarity	0.6526	NPC471196
Remote Similarity	0.6526	NPC313293
Remote Similarity	0.6526	NPC472243
Remote Similarity	0.6524	NPC471513
Remote Similarity	0.6522	NPC253314
Remote Similarity	0.6522	NPC76478
Remote Similarity	0.652	NPC234772
Remote Similarity	0.6511	NPC316065
Remote Similarity	0.6511	NPC289905
Remote Similarity	0.6507	NPC222046
Remote Similarity	0.6502	NPC90185
Remote Similarity	0.6498	NPC476220
Remote Similarity	0.6498	NPC160113
Remote Similarity	0.6493	NPC477391
Remote Similarity	0.649	NPC274002
Remote Similarity	0.649	NPC472331
Remote Similarity	0.649	NPC126515
Remote Similarity	0.6489	NPC220241
Remote Similarity	0.6489	NPC295479
Remote Similarity	0.6485	NPC292143
Remote Similarity	0.6485	NPC139506
Remote Similarity	0.6481	NPC21483
Remote Similarity	0.6481	NPC198205
Remote Similarity	0.6479	NPC320088
Remote Similarity	0.6468	NPC477397
Remote Similarity	0.6468	NPC27904
Remote Similarity	0.6463	NPC134702
Remote Similarity	0.6461	NPC120239
Remote Similarity	0.646	NPC470481
Remote Similarity	0.646	NPC470482
Remote Similarity	0.646	NPC305542
Remote Similarity	0.646	NPC119722
Remote Similarity	0.6459	NPC298320
Remote Similarity	0.6457	NPC212123
Remote Similarity	0.6455	NPC469732
Remote Similarity	0.6452	NPC303214
Remote Similarity	0.645	NPC7560
Remote Similarity	0.6445	NPC471742
Remote Similarity	0.6444	NPC124086
Remote Similarity	0.6444	NPC269449
Remote Similarity	0.6444	NPC474366
Remote Similarity	0.6442	NPC477187
Remote Similarity	0.6442	NPC474081
Remote Similarity	0.6437	NPC472588
Remote Similarity	0.6436	NPC289776
Remote Similarity	0.6436	NPC191863
Remote Similarity	0.6436	NPC133470
Remote Similarity	0.6435	NPC78284
Remote Similarity	0.6432	NPC30749
Remote Similarity	0.6432	NPC268223
Remote Similarity	0.6429	NPC472163
Remote Similarity	0.6429	NPC132385
Remote Similarity	0.6422	NPC198390
Remote Similarity	0.6419	NPC246658
Remote Similarity	0.6419	NPC92803
Remote Similarity	0.6416	NPC218303
Remote Similarity	0.6405	NPC113455
Remote Similarity	0.6404	NPC176113
Remote Similarity	0.6404	NPC189116
Remote Similarity	0.6402	NPC291173
Remote Similarity	0.64	NPC477160
Remote Similarity	0.6396	NPC144691
Remote Similarity	0.6394	NPC475607
Remote Similarity	0.6393	NPC23080
Remote Similarity	0.6393	NPC193906
Remote Similarity	0.6392	NPC323798
Remote Similarity	0.6391	NPC316368
Remote Similarity	0.6391	NPC284236
Remote Similarity	0.639	NPC304837
Remote Similarity	0.639	NPC476258
Remote Similarity	0.639	NPC41501
Remote Similarity	0.639	NPC101207
Remote Similarity	0.6389	NPC196231
Remote Similarity	0.6388	NPC116178
Remote Similarity	0.6388	NPC10732
Remote Similarity	0.6386	NPC472589
Remote Similarity	0.6385	NPC276674
Remote Similarity	0.6385	NPC33902
Remote Similarity	0.6383	NPC13249
Remote Similarity	0.6382	NPC317567
Remote Similarity	0.638	NPC214368
Remote Similarity	0.638	NPC232600
Remote Similarity	0.638	NPC471512
Remote Similarity	0.6379	NPC142385
Remote Similarity	0.6378	NPC476444
Remote Similarity	0.6377	NPC477185
Remote Similarity	0.6376	NPC469928
Remote Similarity	0.6376	NPC473375
Remote Similarity	0.6376	NPC97100
Remote Similarity	0.6375	NPC89549
Remote Similarity	0.6371	NPC227033
Remote Similarity	0.6368	NPC141428
Remote Similarity	0.6368	NPC315934
Remote Similarity	0.6368	NPC477392
Remote Similarity	0.6368	NPC19175
Remote Similarity	0.6368	NPC231924
Remote Similarity	0.636	NPC217903
Remote Similarity	0.636	NPC114468
Remote Similarity	0.636	NPC471741
Remote Similarity	0.6359	NPC45850
Remote Similarity	0.6359	NPC203972
Remote Similarity	0.6355	NPC21425
Remote Similarity	0.6354	NPC238108
Remote Similarity	0.6352	NPC208522
Remote Similarity	0.6351	NPC244191
Remote Similarity	0.6351	NPC15987
Remote Similarity	0.6348	NPC321226
Remote Similarity	0.6348	NPC314914
Remote Similarity	0.6348	NPC478046
Remote Similarity	0.6348	NPC478047
Remote Similarity	0.6348	NPC180210
Remote Similarity	0.6348	NPC473837
Remote Similarity	0.6348	NPC328856
Remote Similarity	0.6346	NPC475594
Remote Similarity	0.6343	NPC203628
Remote Similarity	0.6339	NPC246140
Remote Similarity	0.6339	NPC195787
Remote Similarity	0.6337	NPC4331
Remote Similarity	0.6337	NPC96160
Remote Similarity	0.6336	NPC318525
Remote Similarity	0.6336	NPC10653
Remote Similarity	0.6335	NPC313274
Remote Similarity	0.6333	NPC475761
Remote Similarity	0.6333	NPC474041
Remote Similarity	0.6332	NPC190401
Remote Similarity	0.6332	NPC2905
Remote Similarity	0.6332	NPC239763
Remote Similarity	0.6332	NPC148391
Remote Similarity	0.6332	NPC55470

Drug Structure

NPD7300 OpenBabel08211711362D 59 62 0 0 1 0 0 0 0 0999 V2000 13.2357 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8964 -3.8000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8768 -3.8000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9904 -5.8922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2924 -5.8922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8962 -5.8922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1981 -5.8922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4433 -4.4216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -4.4216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9904 -3.9314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8395 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5376 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5943 -3.9314 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9904 -2.9510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2924 -3.9314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8962 -3.9314 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.1414 -4.4216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5943 -2.9510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2924 -2.9510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1981 -2.9510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0471 -4.4216 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.1414 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4433 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1981 -3.9314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0471 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3490 -2.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3866 -2.9510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8962 -2.9510 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5000 -2.9510 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.6885 -2.9510 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1414 -5.4020 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0471 -5.4020 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1414 -1.4804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4433 -1.4804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3490 -4.4216 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -1.4804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0471 -1.4804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3490 -1.4804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8962 -0.9902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -8.3922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -9.2582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -7.5261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -9.2582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -7.5261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -8.3922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -8.3922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -7.3922 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -8.3922 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -9.3922 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -8.3922 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.9314 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6885 -3.9314 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9904 -0.9902 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3490 -5.4020 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5943 -0.9902 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1981 -0.9902 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -6.8922 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 28 1 0 0 0 0 3 28 1 0 0 0 0 4 32 1 0 0 0 0 5 32 1 0 0 0 0 6 33 1 0 0 0 0 7 33 1 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 31 1 0 0 0 0 12 28 1 0 0 0 0 12 31 1 0 0 0 0 13 8 1 1 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 21 1 0 0 0 0 16 29 1 1 0 0 0 17 32 1 0 0 0 0 18 23 1 0 0 0 0 18 25 2 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 21 24 1 0 0 0 0 21 33 1 6 0 0 0 22 34 1 0 0 0 0 23 35 2 0 0 0 0 24 36 1 0 0 0 0 25 29 1 0 0 0 0 25 37 1 0 0 0 0 26 29 1 0 0 0 0 26 38 2 0 0 0 0 27 30 2 0 0 0 0 27 39 1 0 0 0 0 29 40 1 6 0 0 0 30 52 1 0 0 0 0 31 53 1 0 0 0 0 34 54 1 0 0 0 0 36 55 1 0 0 0 0 37 56 1 0 0 0 0 39 57 1 0 0 0 0 40 58 1 0 0 0 0 41 46 1 0 0 0 0 42 44 1 0 0 0 0 42 46 2 0 0 0 0 43 45 2 0 0 0 0 43 46 1 0 0 0 0 44 47 2 0 0 0 0 45 47 1 0 0 0 0 47 51 1 0 0 0 0 48 51 1 0 0 0 0 48 59 1 0 0 0 0 49 51 2 0 0 0 0 50 51 2 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	556.29
ALogP	-1.0809
MLogP	3.44
XLogP	2.252
HDA	10
HBD	7
Rotatable Bonds	19
TPSA	177.65
RO5 Violation	1