NPASS drugs

Drug Information

Drug ID:	NPD5143
Drug Name:
Molecular Formula:	C22H27N3O3S
Canonical SMILES:	OC=NCc1ccc(c2c1sc1ccc(cc1c2=O)OC)NCCN(CC)CC
Standard InCHI:	InChI=1S/C22H27N3O3S/c1-4-25(5-2)11-10-24-18-8-6-15(13-23-14-26)22-20(18)21(27)17-12-16(28-3)7-9-19(17)29-22/h6-9,12,14,24H,4-5,10-11,13H2,1-3H3,(H,23,26)
Standard InCHIKey:	GWLFIMOOGVXSMZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5143

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	252
0.1-0.2	1822
0.2-0.3	7855
0.3-0.4	4390
0.4-0.5	10580
0.5-0.6	5585
0.6-0.7	399
0.7-0.8	7
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	0.7553	NPC93653
Intermediate Similarity	0.7346	NPC478075
Intermediate Similarity	0.715	NPC283810
Intermediate Similarity	0.715	NPC85613
Intermediate Similarity	0.7079	NPC314659
Intermediate Similarity	0.7059	NPC87391
Intermediate Similarity	0.703	NPC197335
Remote Similarity	0.699	NPC299582
Remote Similarity	0.6986	NPC198401
Remote Similarity	0.6909	NPC471741
Remote Similarity	0.6897	NPC5167
Remote Similarity	0.6829	NPC470317
Remote Similarity	0.6828	NPC115588
Remote Similarity	0.6797	NPC49547
Remote Similarity	0.678	NPC472163
Remote Similarity	0.6773	NPC474366
Remote Similarity	0.6773	NPC25961
Remote Similarity	0.6771	NPC144691
Remote Similarity	0.6762	NPC1820
Remote Similarity	0.6723	NPC151171
Remote Similarity	0.6723	NPC208522
Remote Similarity	0.6712	NPC212123
Remote Similarity	0.6712	NPC222561
Remote Similarity	0.6699	NPC21425
Remote Similarity	0.6698	NPC241263
Remote Similarity	0.6697	NPC313112
Remote Similarity	0.6697	NPC301292
Remote Similarity	0.6696	NPC74575
Remote Similarity	0.6682	NPC22476
Remote Similarity	0.6652	NPC298449
Remote Similarity	0.6652	NPC323969
Remote Similarity	0.6651	NPC234933
Remote Similarity	0.6651	NPC206109
Remote Similarity	0.6651	NPC71124
Remote Similarity	0.6651	NPC114039
Remote Similarity	0.6651	NPC100863
Remote Similarity	0.6636	NPC308943
Remote Similarity	0.6636	NPC198160
Remote Similarity	0.6635	NPC5630
Remote Similarity	0.6635	NPC313293
Remote Similarity	0.6633	NPC257763
Remote Similarity	0.6623	NPC478078
Remote Similarity	0.6609	NPC122886
Remote Similarity	0.6606	NPC330683
Remote Similarity	0.6606	NPC329567
Remote Similarity	0.6606	NPC15987
Remote Similarity	0.6606	NPC288759
Remote Similarity	0.6603	NPC49184
Remote Similarity	0.66	NPC204867
Remote Similarity	0.6596	NPC471316
Remote Similarity	0.6585	NPC471743
Remote Similarity	0.658	NPC470018
Remote Similarity	0.6578	NPC176113
Remote Similarity	0.6557	NPC474059
Remote Similarity	0.6557	NPC45389
Remote Similarity	0.6555	NPC471742
Remote Similarity	0.6552	NPC257851
Remote Similarity	0.6552	NPC157931
Remote Similarity	0.6547	NPC471304
Remote Similarity	0.6545	NPC268077
Remote Similarity	0.6545	NPC87714
Remote Similarity	0.6544	NPC5374
Remote Similarity	0.6542	NPC254957
Remote Similarity	0.6538	NPC270301
Remote Similarity	0.6533	NPC30749
Remote Similarity	0.6533	NPC217903
Remote Similarity	0.6532	NPC100573
Remote Similarity	0.6532	NPC207873
Remote Similarity	0.6528	NPC470021
Remote Similarity	0.6524	NPC173295
Remote Similarity	0.6518	NPC220241
Remote Similarity	0.6518	NPC295479
Remote Similarity	0.6516	NPC45190
Remote Similarity	0.6516	NPC300156
Remote Similarity	0.65	NPC41216
Remote Similarity	0.65	NPC207971
Remote Similarity	0.649	NPC70092
Remote Similarity	0.6489	NPC116178
Remote Similarity	0.6489	NPC305542
Remote Similarity	0.6481	NPC303214
Remote Similarity	0.6478	NPC7560
Remote Similarity	0.6473	NPC470020
Remote Similarity	0.6471	NPC475147
Remote Similarity	0.6465	NPC203972
Remote Similarity	0.646	NPC321166
Remote Similarity	0.6459	NPC28368
Remote Similarity	0.6456	NPC39370
Remote Similarity	0.6449	NPC203628
Remote Similarity	0.6449	NPC92803
Remote Similarity	0.6444	NPC187501
Remote Similarity	0.6444	NPC220337
Remote Similarity	0.6444	NPC218303
Remote Similarity	0.6441	NPC473186
Remote Similarity	0.6441	NPC246140
Remote Similarity	0.6441	NPC195787
Remote Similarity	0.6439	NPC471604
Remote Similarity	0.6435	NPC472099
Remote Similarity	0.6432	NPC55470
Remote Similarity	0.6432	NPC18890
Remote Similarity	0.6422	NPC112937
Remote Similarity	0.6419	NPC184408
Remote Similarity	0.6419	NPC96321
Remote Similarity	0.6416	NPC119722
Remote Similarity	0.6409	NPC232600
Remote Similarity	0.6406	NPC472241
Remote Similarity	0.6406	NPC470023
Remote Similarity	0.64	NPC269449
Remote Similarity	0.6388	NPC39500
Remote Similarity	0.6383	NPC471762
Remote Similarity	0.6381	NPC288305
Remote Similarity	0.6376	NPC316282
Remote Similarity	0.6375	NPC101350
Remote Similarity	0.6373	NPC471652
Remote Similarity	0.6372	NPC87413
Remote Similarity	0.6368	NPC301163
Remote Similarity	0.6364	NPC225279
Remote Similarity	0.636	NPC189661
Remote Similarity	0.636	NPC154922
Remote Similarity	0.6359	NPC471648
Remote Similarity	0.6356	NPC475133
Remote Similarity	0.6348	NPC134702
Remote Similarity	0.6348	NPC182853
Remote Similarity	0.6347	NPC218733
Remote Similarity	0.6347	NPC265642
Remote Similarity	0.6347	NPC132874
Remote Similarity	0.6347	NPC138615
Remote Similarity	0.6347	NPC17677
Remote Similarity	0.6346	NPC8467
Remote Similarity	0.634	NPC13249
Remote Similarity	0.6339	NPC16249
Remote Similarity	0.6339	NPC4687
Remote Similarity	0.6339	NPC249583
Remote Similarity	0.6336	NPC280799
Remote Similarity	0.6333	NPC235685
Remote Similarity	0.6333	NPC470022
Remote Similarity	0.633	NPC170333
Remote Similarity	0.6329	NPC73280
Remote Similarity	0.6324	NPC132385
Remote Similarity	0.6323	NPC133156
Remote Similarity	0.6316	NPC285941
Remote Similarity	0.6316	NPC67401
Remote Similarity	0.6316	NPC268223
Remote Similarity	0.6314	NPC274640
Remote Similarity	0.6311	NPC285192
Remote Similarity	0.6311	NPC472118
Remote Similarity	0.6311	NPC90185
Remote Similarity	0.6309	NPC144452
Remote Similarity	0.6308	NPC472242
Remote Similarity	0.6306	NPC474077
Remote Similarity	0.6304	NPC126556
Remote Similarity	0.6303	NPC475720
Remote Similarity	0.6303	NPC474192
Remote Similarity	0.6302	NPC472243
Remote Similarity	0.6301	NPC270515
Remote Similarity	0.6298	NPC285254
Remote Similarity	0.6296	NPC253476
Remote Similarity	0.6296	NPC266425
Remote Similarity	0.6295	NPC477161
Remote Similarity	0.6294	NPC300596
Remote Similarity	0.6294	NPC237649
Remote Similarity	0.6293	NPC150239
Remote Similarity	0.6288	NPC148391
Remote Similarity	0.6284	NPC230313
Remote Similarity	0.6282	NPC122436
Remote Similarity	0.6279	NPC477998
Remote Similarity	0.6277	NPC473041
Remote Similarity	0.6276	NPC329631
Remote Similarity	0.6275	NPC189116
Remote Similarity	0.6267	NPC193238
Remote Similarity	0.6267	NPC79213
Remote Similarity	0.6266	NPC118189
Remote Similarity	0.6266	NPC329830
Remote Similarity	0.6263	NPC241392
Remote Similarity	0.6262	NPC276674
Remote Similarity	0.6262	NPC33902
Remote Similarity	0.6262	NPC149571
Remote Similarity	0.6261	NPC322064
Remote Similarity	0.6261	NPC234772
Remote Similarity	0.6261	NPC474688
Remote Similarity	0.6261	NPC477112
Remote Similarity	0.6256	NPC298320
Remote Similarity	0.6256	NPC27904
Remote Similarity	0.6256	NPC309845
Remote Similarity	0.6255	NPC179287
Remote Similarity	0.625	NPC208084
Remote Similarity	0.625	NPC24802
Remote Similarity	0.625	NPC174629
Remote Similarity	0.6245	NPC194740
Remote Similarity	0.6245	NPC114468
Remote Similarity	0.6245	NPC66777
Remote Similarity	0.6232	NPC471778
Remote Similarity	0.623	NPC113455
Remote Similarity	0.6229	NPC476436
Remote Similarity	0.6224	NPC470017
Remote Similarity	0.6221	NPC28510
Remote Similarity	0.6221	NPC475411
Remote Similarity	0.6217	NPC118228
Remote Similarity	0.6217	NPC2905
Remote Similarity	0.6216	NPC138830
Remote Similarity	0.6216	NPC25897

Drug Structure

NPD5143 OpenBabel08211706322D 31 33 0 0 0 0 0 0 0 0999 V2000 -2.5981 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 2.5981 0.5000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 1.7321 2.0000 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 -0.8660 -2.5000 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 2.5981 1.5000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 28 1 0 0 0 0 4 25 1 0 0 0 0 5 25 1 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 14 23 2 3 0 0 0 14 26 1 0 0 0 0 15 22 2 0 0 0 0 16 28 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 29 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 27 2 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009192
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9909677
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.18
ALogP	0.2333
MLogP	3.11
XLogP	2.82
HDA	5
HBD	2
Rotatable Bonds	13
TPSA	99.46
RO5 Violation	0