NPASS drugs

Drug Information

Drug ID:	NPD6493
Drug Name:	Fenoverine
Molecular Formula:	C26H25N3O3S
Canonical SMILES:	O=C(N1c2ccccc2Sc2c1cccc2)CN1CCN(CC1)Cc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C26H25N3O3S/c30-26(29-20-5-1-3-7-24(20)33-25-8-4-2-6-21(25)29)17-28-13-11-27(12-14-28)16-19-9-10-22-23(15-19)32-18-31-22/h1-10,15H,11-14,16-18H2
Standard InCHIKey:	UBAJTZKNDCEGKL-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6493

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	348
0.1-0.2	2378
0.2-0.3	9767
0.3-0.4	3554
0.4-0.5	10709
0.5-0.6	3450
0.6-0.7	649
0.7-0.8	35
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	0.7596	NPC24954
Intermediate Similarity	0.7487	NPC5374
Intermediate Similarity	0.7474	NPC287588
Intermediate Similarity	0.7409	NPC249405
Intermediate Similarity	0.7358	NPC179704
Intermediate Similarity	0.7264	NPC71124
Intermediate Similarity	0.7259	NPC312531
Intermediate Similarity	0.7241	NPC416184
Intermediate Similarity	0.7228	NPC93593
Intermediate Similarity	0.7202	NPC5167
Intermediate Similarity	0.7177	NPC82541
Intermediate Similarity	0.7172	NPC474904
Intermediate Similarity	0.715	NPC254957
Intermediate Similarity	0.7143	NPC212163
Intermediate Similarity	0.7135	NPC138487
Intermediate Similarity	0.7135	NPC41178
Intermediate Similarity	0.7135	NPC216459
Intermediate Similarity	0.7121	NPC477186
Intermediate Similarity	0.712	NPC210148
Intermediate Similarity	0.712	NPC241055
Intermediate Similarity	0.712	NPC233029
Intermediate Similarity	0.7098	NPC285941
Intermediate Similarity	0.7097	NPC146288
Intermediate Similarity	0.7097	NPC234392
Intermediate Similarity	0.7097	NPC31311
Intermediate Similarity	0.7094	NPC23080
Intermediate Similarity	0.7094	NPC193906
Intermediate Similarity	0.7088	NPC475959
Intermediate Similarity	0.7087	NPC207971
Intermediate Similarity	0.7073	NPC295676
Intermediate Similarity	0.7065	NPC302001
Intermediate Similarity	0.7053	NPC268077
Intermediate Similarity	0.7026	NPC85613
Intermediate Similarity	0.7015	NPC475597
Intermediate Similarity	0.7015	NPC473716
Remote Similarity	0.6995	NPC55470
Remote Similarity	0.6989	NPC251454
Remote Similarity	0.6989	NPC230698
Remote Similarity	0.6989	NPC255817
Remote Similarity	0.6989	NPC136330
Remote Similarity	0.6989	NPC277042
Remote Similarity	0.6989	NPC73883
Remote Similarity	0.6989	NPC196609
Remote Similarity	0.6989	NPC205178
Remote Similarity	0.6971	NPC244606
Remote Similarity	0.6971	NPC156728
Remote Similarity	0.6963	NPC168409
Remote Similarity	0.6949	NPC99078
Remote Similarity	0.6935	NPC116007
Remote Similarity	0.6932	NPC167096
Remote Similarity	0.6931	NPC111485
Remote Similarity	0.6931	NPC477080
Remote Similarity	0.6931	NPC106786
Remote Similarity	0.6912	NPC162653
Remote Similarity	0.6911	NPC59567
Remote Similarity	0.691	NPC470707
Remote Similarity	0.691	NPC220923
Remote Similarity	0.691	NPC252107
Remote Similarity	0.6905	NPC313189
Remote Similarity	0.6904	NPC190461
Remote Similarity	0.6895	NPC306902
Remote Similarity	0.6895	NPC232924
Remote Similarity	0.6895	NPC477559
Remote Similarity	0.6895	NPC266753
Remote Similarity	0.6895	NPC160298
Remote Similarity	0.6893	NPC180647
Remote Similarity	0.6884	NPC102760
Remote Similarity	0.6875	NPC231198
Remote Similarity	0.6875	NPC276944
Remote Similarity	0.6875	NPC232514
Remote Similarity	0.6875	NPC238530
Remote Similarity	0.6865	NPC92541
Remote Similarity	0.6862	NPC76079
Remote Similarity	0.6854	NPC7018
Remote Similarity	0.685	NPC276674
Remote Similarity	0.685	NPC83511
Remote Similarity	0.685	NPC33902
Remote Similarity	0.6828	NPC223125
Remote Similarity	0.6825	NPC247639
Remote Similarity	0.6825	NPC135549
Remote Similarity	0.6825	NPC25084
Remote Similarity	0.6822	NPC202768
Remote Similarity	0.6822	NPC296482
Remote Similarity	0.6822	NPC53069
Remote Similarity	0.6818	NPC206201
Remote Similarity	0.6816	NPC225745
Remote Similarity	0.6813	NPC476567
Remote Similarity	0.6813	NPC136860
Remote Similarity	0.6813	NPC128019
Remote Similarity	0.6802	NPC287152
Remote Similarity	0.68	NPC73492
Remote Similarity	0.68	NPC299990
Remote Similarity	0.6788	NPC306669
Remote Similarity	0.6788	NPC225774
Remote Similarity	0.6782	NPC172403
Remote Similarity	0.6782	NPC169387
Remote Similarity	0.6782	NPC477259
Remote Similarity	0.6779	NPC475654
Remote Similarity	0.6779	NPC127178
Remote Similarity	0.6779	NPC477019
Remote Similarity	0.6774	NPC219162
Remote Similarity	0.6768	NPC283810
Remote Similarity	0.6766	NPC204385
Remote Similarity	0.6757	NPC16107
Remote Similarity	0.6757	NPC144863
Remote Similarity	0.6757	NPC51957
Remote Similarity	0.6757	NPC210437
Remote Similarity	0.6757	NPC106295
Remote Similarity	0.6757	NPC476144
Remote Similarity	0.6755	NPC223124
Remote Similarity	0.6755	NPC148898
Remote Similarity	0.6753	NPC24264
Remote Similarity	0.6753	NPC476432
Remote Similarity	0.6753	NPC219341
Remote Similarity	0.6744	NPC96405
Remote Similarity	0.6744	NPC171409
Remote Similarity	0.674	NPC314682
Remote Similarity	0.6733	NPC21425
Remote Similarity	0.6727	NPC46259
Remote Similarity	0.672	NPC7467
Remote Similarity	0.6718	NPC471604
Remote Similarity	0.6718	NPC298979
Remote Similarity	0.6718	NPC247389
Remote Similarity	0.6703	NPC188163
Remote Similarity	0.6703	NPC474915
Remote Similarity	0.6703	NPC328750
Remote Similarity	0.6703	NPC213206
Remote Similarity	0.6701	NPC302527
Remote Similarity	0.6701	NPC16805
Remote Similarity	0.6701	NPC167546
Remote Similarity	0.67	NPC320088
Remote Similarity	0.6699	NPC234197
Remote Similarity	0.6684	NPC78733
Remote Similarity	0.6682	NPC26928
Remote Similarity	0.6667	NPC253883
Remote Similarity	0.6667	NPC2314
Remote Similarity	0.6667	NPC4669
Remote Similarity	0.6667	NPC304659
Remote Similarity	0.6667	NPC308943
Remote Similarity	0.6667	NPC237579
Remote Similarity	0.6667	NPC90844
Remote Similarity	0.6667	NPC86144
Remote Similarity	0.6667	NPC95075
Remote Similarity	0.6652	NPC248903
Remote Similarity	0.6652	NPC99724
Remote Similarity	0.6649	NPC189470
Remote Similarity	0.6649	NPC475393
Remote Similarity	0.6648	NPC103947
Remote Similarity	0.6648	NPC159150
Remote Similarity	0.6648	NPC94280
Remote Similarity	0.6648	NPC193673
Remote Similarity	0.6648	NPC45783
Remote Similarity	0.6648	NPC328419
Remote Similarity	0.6634	NPC281581
Remote Similarity	0.6633	NPC210918
Remote Similarity	0.6632	NPC470708
Remote Similarity	0.6631	NPC130941
Remote Similarity	0.6629	NPC318862
Remote Similarity	0.6622	NPC148124
Remote Similarity	0.6614	NPC476579
Remote Similarity	0.6611	NPC96406
Remote Similarity	0.6604	NPC473460
Remote Similarity	0.6602	NPC79213
Remote Similarity	0.6599	NPC477185
Remote Similarity	0.6597	NPC187022
Remote Similarity	0.6597	NPC80129
Remote Similarity	0.659	NPC251160
Remote Similarity	0.659	NPC159815
Remote Similarity	0.6587	NPC477258
Remote Similarity	0.6583	NPC477187
Remote Similarity	0.6582	NPC268503
Remote Similarity	0.6582	NPC240841
Remote Similarity	0.6582	NPC250846
Remote Similarity	0.6582	NPC317272
Remote Similarity	0.6582	NPC42549
Remote Similarity	0.6582	NPC256012
Remote Similarity	0.6579	NPC476580
Remote Similarity	0.6575	NPC137172
Remote Similarity	0.6575	NPC145446
Remote Similarity	0.6571	NPC4071
Remote Similarity	0.6571	NPC476582
Remote Similarity	0.6571	NPC476578
Remote Similarity	0.657	NPC24260
Remote Similarity	0.6561	NPC220858
Remote Similarity	0.6561	NPC88249
Remote Similarity	0.6561	NPC97221
Remote Similarity	0.6561	NPC192768
Remote Similarity	0.6561	NPC151895
Remote Similarity	0.656	NPC271215
Remote Similarity	0.656	NPC149471
Remote Similarity	0.6559	NPC145304
Remote Similarity	0.6559	NPC185838
Remote Similarity	0.6555	NPC24228
Remote Similarity	0.6555	NPC161804
Remote Similarity	0.6552	NPC116284
Remote Similarity	0.6546	NPC97072
Remote Similarity	0.6546	NPC215829
Remote Similarity	0.6538	NPC194359
Remote Similarity	0.6538	NPC28641
Remote Similarity	0.6538	NPC248505

Drug Structure

NPD6493 OpenBabel08211710072D 33 38 0 0 0 0 0 0 0 0999 V2000 -0.0000 -3.0000 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 -2.5000 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 -2.5000 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 0.8660 -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 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 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 -5.1962 -3.0000 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 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 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 -11.0651 -2.0000 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 -0.8660 -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 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 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 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 -6.0622 -2.5000 0.0000 N 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 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.4773 -1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.4773 -2.8090 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 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 20 2 0 0 0 0 6 21 2 0 0 0 0 7 24 2 0 0 0 0 8 25 2 0 0 0 0 9 10 2 0 0 0 0 9 19 1 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 27 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 28 1 0 0 0 0 14 28 1 0 0 0 0 15 19 2 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 27 1 0 0 0 0 17 26 1 0 0 0 0 17 28 1 0 0 0 0 18 31 1 0 0 0 0 18 32 1 0 0 0 0 20 24 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 21 29 1 0 0 0 0 22 23 2 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 33 1 0 0 0 0 26 29 1 0 0 0 0 26 30 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	459.16
ALogP	-0.4643
MLogP	3.55
XLogP	4.421
HDA	4
HBD	0
Rotatable Bonds	5
TPSA	70.55
RO5 Violation	0