NPASS drugs

Drug Information

Drug ID:	NPD6744
Drug Name:
Molecular Formula:	C27H26N4O5S
Canonical SMILES:	COc1cccc(c1)N=c1c(c[nH]c2c1cc(cc2C)S(=O)(=O)c1cccc(c1)C(=O)N(C)C)C(=N)O
Standard InCHI:	InChI=1S/C27H26N4O5S/c1-16-11-21(37(34,35)20-10-5-7-17(12-20)27(33)31(2)3)14-22-24(16)29-15-23(26(28)32)25(22)30-18-8-6-9-19(13-18)36-4/h5-15H,1-4H3,(H2,28,32)(H,29,30)
Standard InCHIKey:	JFHROPTYMMSOLG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6744

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	286
0.1-0.2	2065
0.2-0.3	9328
0.3-0.4	2991
0.4-0.5	11709
0.5-0.6	4055
0.6-0.7	455
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.705	NPC299582
Remote Similarity	0.6976	NPC473432
Remote Similarity	0.6867	NPC471762
Remote Similarity	0.6867	NPC194740
Remote Similarity	0.6822	NPC1820
Remote Similarity	0.68	NPC87413
Remote Similarity	0.6795	NPC66777
Remote Similarity	0.6789	NPC100863
Remote Similarity	0.6776	NPC474059
Remote Similarity	0.6742	NPC15987
Remote Similarity	0.674	NPC471741
Remote Similarity	0.6715	NPC73280
Remote Similarity	0.6712	NPC473460
Remote Similarity	0.671	NPC150239
Remote Similarity	0.6699	NPC9475
Remote Similarity	0.6696	NPC303658
Remote Similarity	0.668	NPC41501
Remote Similarity	0.6667	NPC28510
Remote Similarity	0.6667	NPC288759
Remote Similarity	0.6667	NPC473449
Remote Similarity	0.6667	NPC22476
Remote Similarity	0.665	NPC93653
Remote Similarity	0.6638	NPC174760
Remote Similarity	0.6638	NPC128115
Remote Similarity	0.6636	NPC114039
Remote Similarity	0.6636	NPC206109
Remote Similarity	0.6636	NPC234933
Remote Similarity	0.6625	NPC473187
Remote Similarity	0.6623	NPC247803
Remote Similarity	0.6622	NPC249583
Remote Similarity	0.6622	NPC4687
Remote Similarity	0.661	NPC157931
Remote Similarity	0.6607	NPC301292
Remote Similarity	0.6607	NPC313112
Remote Similarity	0.6607	NPC87714
Remote Similarity	0.6606	NPC241263
Remote Similarity	0.6593	NPC39679
Remote Similarity	0.659	NPC203628
Remote Similarity	0.6585	NPC204867
Remote Similarity	0.6583	NPC144691
Remote Similarity	0.658	NPC126556
Remote Similarity	0.6578	NPC477161
Remote Similarity	0.6571	NPC208522
Remote Similarity	0.6549	NPC198160
Remote Similarity	0.6547	NPC232600
Remote Similarity	0.6545	NPC303214
Remote Similarity	0.6544	NPC174629
Remote Similarity	0.6538	NPC198503
Remote Similarity	0.6535	NPC470020
Remote Similarity	0.6533	NPC473422
Remote Similarity	0.6525	NPC115588
Remote Similarity	0.652	NPC207873
Remote Similarity	0.652	NPC100573
Remote Similarity	0.6518	NPC295898
Remote Similarity	0.6511	NPC478141
Remote Similarity	0.6511	NPC220851
Remote Similarity	0.6509	NPC169402
Remote Similarity	0.6507	NPC471604
Remote Similarity	0.65	NPC198401
Remote Similarity	0.65	NPC49547
Remote Similarity	0.65	NPC477516
Remote Similarity	0.65	NPC230313
Remote Similarity	0.6493	NPC471743
Remote Similarity	0.6484	NPC204970
Remote Similarity	0.6481	NPC150308
Remote Similarity	0.6478	NPC116178
Remote Similarity	0.6478	NPC308137
Remote Similarity	0.6478	NPC310211
Remote Similarity	0.6478	NPC119722
Remote Similarity	0.6476	NPC212123
Remote Similarity	0.6476	NPC478075
Remote Similarity	0.6471	NPC108847
Remote Similarity	0.6468	NPC473569
Remote Similarity	0.6466	NPC148183
Remote Similarity	0.6466	NPC152768
Remote Similarity	0.6457	NPC5374
Remote Similarity	0.6456	NPC191863
Remote Similarity	0.6456	NPC133470
Remote Similarity	0.6456	NPC289776
Remote Similarity	0.6456	NPC179287
Remote Similarity	0.6455	NPC471825
Remote Similarity	0.645	NPC30749
Remote Similarity	0.645	NPC217903
Remote Similarity	0.645	NPC321166
Remote Similarity	0.6449	NPC28368
Remote Similarity	0.6445	NPC132385
Remote Similarity	0.6438	NPC305984
Remote Similarity	0.6434	NPC151171
Remote Similarity	0.6429	NPC470018
Remote Similarity	0.6425	NPC243626
Remote Similarity	0.6422	NPC298449
Remote Similarity	0.6422	NPC116238
Remote Similarity	0.6419	NPC471561
Remote Similarity	0.641	NPC473041
Remote Similarity	0.6409	NPC473004
Remote Similarity	0.6407	NPC305542
Remote Similarity	0.6407	NPC264176
Remote Similarity	0.6404	NPC308943
Remote Similarity	0.6404	NPC16249
Remote Similarity	0.6402	NPC85613
Remote Similarity	0.6402	NPC74575
Remote Similarity	0.6396	NPC470023
Remote Similarity	0.6395	NPC3207
Remote Similarity	0.6393	NPC6786
Remote Similarity	0.6391	NPC25961
Remote Similarity	0.6391	NPC474366
Remote Similarity	0.6389	NPC244543
Remote Similarity	0.6388	NPC14339
Remote Similarity	0.6388	NPC475147
Remote Similarity	0.6387	NPC21638
Remote Similarity	0.6385	NPC127082
Remote Similarity	0.6379	NPC39370
Remote Similarity	0.6375	NPC67401
Remote Similarity	0.6368	NPC470021
Remote Similarity	0.6368	NPC70956
Remote Similarity	0.6368	NPC243834
Remote Similarity	0.6367	NPC101350
Remote Similarity	0.6364	NPC303374
Remote Similarity	0.6364	NPC218303
Remote Similarity	0.6364	NPC308197
Remote Similarity	0.6364	NPC23294
Remote Similarity	0.6364	NPC473186
Remote Similarity	0.636	NPC300156
Remote Similarity	0.636	NPC270515
Remote Similarity	0.636	NPC45190
Remote Similarity	0.6359	NPC473007
Remote Similarity	0.6356	NPC323969
Remote Similarity	0.6352	NPC176113
Remote Similarity	0.6348	NPC477160
Remote Similarity	0.6348	NPC174672
Remote Similarity	0.6348	NPC174758
Remote Similarity	0.6344	NPC41216
Remote Similarity	0.634	NPC46561
Remote Similarity	0.634	NPC184408
Remote Similarity	0.6339	NPC17677
Remote Similarity	0.6339	NPC71124
Remote Similarity	0.6337	NPC470019
Remote Similarity	0.6333	NPC257851
Remote Similarity	0.6332	NPC471155
Remote Similarity	0.6332	NPC222561
Remote Similarity	0.6327	NPC235685
Remote Similarity	0.6326	NPC5167
Remote Similarity	0.6326	NPC283810
Remote Similarity	0.6326	NPC39822
Remote Similarity	0.6321	NPC307640
Remote Similarity	0.632	NPC476651
Remote Similarity	0.632	NPC11464
Remote Similarity	0.632	NPC303951
Remote Similarity	0.6318	NPC5630
Remote Similarity	0.6318	NPC283207
Remote Similarity	0.6318	NPC473008
Remote Similarity	0.6318	NPC122886
Remote Similarity	0.6316	NPC268077
Remote Similarity	0.6316	NPC285558
Remote Similarity	0.6314	NPC208084
Remote Similarity	0.6304	NPC270241
Remote Similarity	0.6304	NPC90185
Remote Similarity	0.6303	NPC16352
Remote Similarity	0.6301	NPC131486
Remote Similarity	0.6301	NPC470784
Remote Similarity	0.63	NPC291535
Remote Similarity	0.63	NPC475085
Remote Similarity	0.63	NPC475112
Remote Similarity	0.63	NPC311357
Remote Similarity	0.6298	NPC313327
Remote Similarity	0.6296	NPC270301
Remote Similarity	0.6293	NPC220241
Remote Similarity	0.6293	NPC295479
Remote Similarity	0.629	NPC475411
Remote Similarity	0.629	NPC92803
Remote Similarity	0.6288	NPC225400
Remote Similarity	0.6287	NPC472099
Remote Similarity	0.6287	NPC242000
Remote Similarity	0.6283	NPC67904
Remote Similarity	0.6283	NPC127178
Remote Similarity	0.628	NPC301163
Remote Similarity	0.6277	NPC475133
Remote Similarity	0.6276	NPC322482
Remote Similarity	0.6276	NPC122436
Remote Similarity	0.6273	NPC18890
Remote Similarity	0.6272	NPC207971
Remote Similarity	0.627	NPC473105
Remote Similarity	0.6269	NPC9373
Remote Similarity	0.6268	NPC189116
Remote Similarity	0.6266	NPC470482
Remote Similarity	0.6266	NPC470481
Remote Similarity	0.6262	NPC8467
Remote Similarity	0.6261	NPC472538
Remote Similarity	0.6261	NPC329830
Remote Similarity	0.6261	NPC280799
Remote Similarity	0.6261	NPC470786
Remote Similarity	0.626	NPC184680
Remote Similarity	0.626	NPC329982
Remote Similarity	0.6256	NPC262725
Remote Similarity	0.6255	NPC330009
Remote Similarity	0.625	NPC70092
Remote Similarity	0.625	NPC269449
Remote Similarity	0.625	NPC222592
Remote Similarity	0.625	NPC168486
Remote Similarity	0.625	NPC471304

Drug Structure

NPD6744 OpenBabel08211710072D 40 43 0 0 0 0 0 0 0 0999 V2000 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 31 1 0 0 0 0 3 31 1 0 0 0 0 4 36 1 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 20 2 0 0 0 0 11 16 2 0 0 0 0 11 21 1 0 0 0 0 12 17 2 0 0 0 0 12 20 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 23 2 0 0 0 0 15 29 1 0 0 0 0 16 24 1 0 0 0 0 17 27 1 0 0 0 0 18 30 1 0 0 0 0 19 36 1 0 0 0 0 20 37 1 0 0 0 0 21 37 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 29 1 0 0 0 0 25 30 2 3 0 0 0 26 28 2 0 0 0 0 26 32 1 0 0 0 0 27 31 1 0 0 0 0 27 33 2 0 0 0 0 28 38 1 0 0 0 0 29 39 1 0 0 0 0 32 40 1 0 0 0 0 34 37 2 0 0 0 0 35 37 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000375
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9827968
ChEBI
CAS Number

Drug Properties

Molecular Weight	518.16
ALogP	-1.1216
MLogP	3.33
XLogP	4.249
HDA	8
HBD	3
Rotatable Bonds	12
TPSA	140.53
RO5 Violation	0