NPASS drugs

Drug Information

Drug ID:	NPD6710
Drug Name:	Lixivaptan
Molecular Formula:	C27H21ClFN3O2
Canonical SMILES:	Fc1ccc(c(c1)C(=Nc1ccc(c(c1)Cl)C(=O)N1Cc2cccn2Cc2c1cccc2)O)C
Standard InCHI:	InChI=1S/C27H21ClFN3O2/c1-17-8-9-19(29)13-23(17)26(33)30-20-10-11-22(24(28)14-20)27(34)32-16-21-6-4-12-31(21)15-18-5-2-3-7-25(18)32/h2-14H,15-16H2,1H3,(H,30,33)
Standard InCHIKey:	PPHTXRNHTVLQED-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6710

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	395
0.1-0.2	2555
0.2-0.3	10087
0.3-0.4	12377
0.4-0.5	2781
0.5-0.6	1784
0.6-0.7	902
0.7-0.8	9
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	0.756	NPC474916
Intermediate Similarity	0.7336	NPC57398
Intermediate Similarity	0.729	NPC471944
Intermediate Similarity	0.7206	NPC248462
Intermediate Similarity	0.7143	NPC469529
Intermediate Similarity	0.707	NPC131887
Intermediate Similarity	0.7062	NPC83111
Intermediate Similarity	0.7026	NPC472844
Intermediate Similarity	0.7005	NPC271792
Remote Similarity	0.699	NPC64436
Remote Similarity	0.6971	NPC113626
Remote Similarity	0.6964	NPC6865
Remote Similarity	0.6964	NPC153980
Remote Similarity	0.6944	NPC473814
Remote Similarity	0.6944	NPC78767
Remote Similarity	0.693	NPC93390
Remote Similarity	0.6923	NPC315062
Remote Similarity	0.692	NPC72956
Remote Similarity	0.6919	NPC94752
Remote Similarity	0.6912	NPC212213
Remote Similarity	0.6907	NPC316411
Remote Similarity	0.6905	NPC228835
Remote Similarity	0.6897	NPC114637
Remote Similarity	0.6895	NPC300183
Remote Similarity	0.6893	NPC469938
Remote Similarity	0.6887	NPC278434
Remote Similarity	0.6872	NPC322064
Remote Similarity	0.6866	NPC227582
Remote Similarity	0.6852	NPC202812
Remote Similarity	0.6851	NPC267853
Remote Similarity	0.6844	NPC82370
Remote Similarity	0.6842	NPC24864
Remote Similarity	0.6842	NPC27041
Remote Similarity	0.6827	NPC234987
Remote Similarity	0.6822	NPC244897
Remote Similarity	0.6816	NPC53344
Remote Similarity	0.6814	NPC41717
Remote Similarity	0.6814	NPC56233
Remote Similarity	0.6814	NPC471193
Remote Similarity	0.6814	NPC471194
Remote Similarity	0.681	NPC229893
Remote Similarity	0.6807	NPC477549
Remote Similarity	0.6798	NPC471192
Remote Similarity	0.6798	NPC478182
Remote Similarity	0.6795	NPC192712
Remote Similarity	0.6794	NPC11126
Remote Similarity	0.6792	NPC308931
Remote Similarity	0.6792	NPC282103
Remote Similarity	0.6792	NPC99939
Remote Similarity	0.6792	NPC133003
Remote Similarity	0.6791	NPC476460
Remote Similarity	0.6791	NPC117244
Remote Similarity	0.6791	NPC473763
Remote Similarity	0.6787	NPC476073
Remote Similarity	0.6787	NPC328318
Remote Similarity	0.6787	NPC328596
Remote Similarity	0.6787	NPC211813
Remote Similarity	0.6784	NPC31700
Remote Similarity	0.6777	NPC159125
Remote Similarity	0.6777	NPC243058
Remote Similarity	0.6773	NPC252338
Remote Similarity	0.6769	NPC472285
Remote Similarity	0.6758	NPC102008
Remote Similarity	0.6758	NPC239954
Remote Similarity	0.6757	NPC200836
Remote Similarity	0.6757	NPC317701
Remote Similarity	0.6757	NPC53144
Remote Similarity	0.6756	NPC61038
Remote Similarity	0.6754	NPC478157
Remote Similarity	0.6753	NPC14686
Remote Similarity	0.6749	NPC478185
Remote Similarity	0.6745	NPC477003
Remote Similarity	0.6729	NPC17059
Remote Similarity	0.6728	NPC198673
Remote Similarity	0.6727	NPC81535
Remote Similarity	0.6714	NPC295158
Remote Similarity	0.6712	NPC74153
Remote Similarity	0.671	NPC269270
Remote Similarity	0.6709	NPC476818
Remote Similarity	0.6708	NPC104712
Remote Similarity	0.6698	NPC470205
Remote Similarity	0.6696	NPC471191
Remote Similarity	0.6696	NPC317373
Remote Similarity	0.6682	NPC168911
Remote Similarity	0.6682	NPC90415
Remote Similarity	0.6682	NPC471448
Remote Similarity	0.6681	NPC276657
Remote Similarity	0.6667	NPC326363
Remote Similarity	0.6667	NPC264285
Remote Similarity	0.6667	NPC203635
Remote Similarity	0.6653	NPC186351
Remote Similarity	0.6652	NPC327592
Remote Similarity	0.6652	NPC472259
Remote Similarity	0.6651	NPC473821
Remote Similarity	0.665	NPC293487
Remote Similarity	0.664	NPC1203
Remote Similarity	0.6639	NPC285343
Remote Similarity	0.6638	NPC207866
Remote Similarity	0.6636	NPC138370
Remote Similarity	0.6635	NPC213468
Remote Similarity	0.6634	NPC476118
Remote Similarity	0.6622	NPC175602
Remote Similarity	0.6618	NPC70949
Remote Similarity	0.6609	NPC272174
Remote Similarity	0.6609	NPC237740
Remote Similarity	0.6606	NPC67288
Remote Similarity	0.6605	NPC478077
Remote Similarity	0.6604	NPC15840
Remote Similarity	0.6594	NPC110182
Remote Similarity	0.6594	NPC118940
Remote Similarity	0.6593	NPC54420
Remote Similarity	0.6593	NPC270918
Remote Similarity	0.659	NPC324091
Remote Similarity	0.6589	NPC207851
Remote Similarity	0.6588	NPC219848
Remote Similarity	0.6588	NPC157583
Remote Similarity	0.6588	NPC111275
Remote Similarity	0.6587	NPC116961
Remote Similarity	0.6582	NPC476491
Remote Similarity	0.6581	NPC474896
Remote Similarity	0.658	NPC36405
Remote Similarity	0.6579	NPC85273
Remote Similarity	0.6577	NPC74413
Remote Similarity	0.6575	NPC304203
Remote Similarity	0.657	NPC478183
Remote Similarity	0.6567	NPC472260
Remote Similarity	0.6561	NPC141454
Remote Similarity	0.6561	NPC134657
Remote Similarity	0.6557	NPC256268
Remote Similarity	0.6556	NPC325976
Remote Similarity	0.6556	NPC253675
Remote Similarity	0.6553	NPC478184
Remote Similarity	0.6553	NPC16352
Remote Similarity	0.6553	NPC31097
Remote Similarity	0.6548	NPC472843
Remote Similarity	0.6544	NPC213629
Remote Similarity	0.6544	NPC321708
Remote Similarity	0.654	NPC24370
Remote Similarity	0.654	NPC319232
Remote Similarity	0.6537	NPC131718
Remote Similarity	0.6535	NPC478158
Remote Similarity	0.6535	NPC162860
Remote Similarity	0.6533	NPC98715
Remote Similarity	0.6528	NPC135601
Remote Similarity	0.6528	NPC62749
Remote Similarity	0.6528	NPC141612
Remote Similarity	0.6528	NPC17273
Remote Similarity	0.6528	NPC160381
Remote Similarity	0.6526	NPC73994
Remote Similarity	0.6526	NPC91179
Remote Similarity	0.6524	NPC477714
Remote Similarity	0.6522	NPC471130
Remote Similarity	0.6522	NPC75634
Remote Similarity	0.652	NPC129721
Remote Similarity	0.6515	NPC220852
Remote Similarity	0.6514	NPC154339
Remote Similarity	0.6512	NPC46895
Remote Similarity	0.6512	NPC470003
Remote Similarity	0.6507	NPC32534
Remote Similarity	0.6505	NPC88970
Remote Similarity	0.6505	NPC242116
Remote Similarity	0.6505	NPC194881
Remote Similarity	0.6502	NPC184225
Remote Similarity	0.6502	NPC28945
Remote Similarity	0.65	NPC267343
Remote Similarity	0.6496	NPC315804
Remote Similarity	0.6496	NPC313804
Remote Similarity	0.6494	NPC317752
Remote Similarity	0.6493	NPC139763
Remote Similarity	0.6492	NPC107836
Remote Similarity	0.6491	NPC266249
Remote Similarity	0.6489	NPC260900
Remote Similarity	0.6488	NPC477591
Remote Similarity	0.6483	NPC220851
Remote Similarity	0.6481	NPC477715
Remote Similarity	0.6478	NPC9894
Remote Similarity	0.6476	NPC238457
Remote Similarity	0.6473	NPC279189
Remote Similarity	0.6473	NPC200553
Remote Similarity	0.6473	NPC207686
Remote Similarity	0.6471	NPC470018
Remote Similarity	0.6471	NPC157828
Remote Similarity	0.6471	NPC294693
Remote Similarity	0.6471	NPC195239
Remote Similarity	0.6468	NPC221873
Remote Similarity	0.6468	NPC323969
Remote Similarity	0.6466	NPC477979
Remote Similarity	0.6463	NPC72905
Remote Similarity	0.6462	NPC267885
Remote Similarity	0.6462	NPC471312
Remote Similarity	0.6459	NPC78020
Remote Similarity	0.6458	NPC477176
Remote Similarity	0.6458	NPC470729
Remote Similarity	0.6458	NPC116622
Remote Similarity	0.6457	NPC171317
Remote Similarity	0.6456	NPC322644
Remote Similarity	0.6455	NPC324149
Remote Similarity	0.6455	NPC47190
Remote Similarity	0.645	NPC318299
Remote Similarity	0.6449	NPC61011

Drug Structure

NPD6710 OpenBabel08211710072D 35 39 0 0 0 0 0 0 0 0999 V2000 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5198 -2.9471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2528 -2.2669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3969 0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4358 -2.6523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5542 0.9037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0303 -1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1454 -0.6025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 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 -1.6472 -1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8262 0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6583 -1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 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 -1.7818 0.2686 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 6.0622 -1.5000 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 0.0747 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 2.5981 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1472 -0.6623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 18 2 0 0 0 0 6 21 2 0 0 0 0 7 25 2 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 11 2 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 31 1 0 0 0 0 13 19 2 0 0 0 0 13 23 1 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 31 1 0 0 0 0 16 21 1 0 0 0 0 16 32 1 0 0 0 0 17 23 2 0 0 0 0 18 25 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 24 2 0 0 0 0 22 27 1 0 0 0 0 23 26 1 0 0 0 0 24 28 1 0 0 0 0 25 32 1 0 0 0 0 26 30 2 3 0 0 0 26 33 1 0 0 0 0 27 32 1 0 0 0 0 27 34 2 0 0 0 0 33 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000066; DCL000870
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	172997
ChEBI
CAS Number

Drug Properties

Molecular Weight	473.13
ALogP	1.186
MLogP	3.66
XLogP	7.236
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	57.83
RO5 Violation	1