NPASS drugs

Drug Information

Drug ID:	NPD4644
Drug Name:
Molecular Formula:	C21H27N3O3S
Canonical SMILES:	NS(=O)(=O)c1ccc(cc1)N1CCN(CC1)CC[C@@H]1OCCc2c1cccc2
Standard InCHI:	InChI=1S/C21H27N3O3S/c22-28(25,26)19-7-5-18(6-8-19)24-14-12-23(13-15-24)11-9-21-20-4-2-1-3-17(20)10-16-27-21/h1-8,21H,9-16H2,(H2,22,25,26)/t21-/m0/s1
Standard InCHIKey:	WNUQCGWXPNGORO-NRFANRHFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4644

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	216
0.1-0.2	1298
0.2-0.3	7900
0.3-0.4	7978
0.4-0.5	10777
0.5-0.6	2596
0.6-0.7	125
0.7-0.8	0
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
Remote Similarity	0.6732	NPC250476
Remote Similarity	0.6725	NPC85651
Remote Similarity	0.6667	NPC231382
Remote Similarity	0.6623	NPC475915
Remote Similarity	0.6541	NPC184437
Remote Similarity	0.6524	NPC308197
Remote Similarity	0.648	NPC473432
Remote Similarity	0.6474	NPC320064
Remote Similarity	0.6454	NPC291610
Remote Similarity	0.642	NPC472115
Remote Similarity	0.642	NPC472114
Remote Similarity	0.6392	NPC473417
Remote Similarity	0.637	NPC292758
Remote Similarity	0.637	NPC65855
Remote Similarity	0.6369	NPC251212
Remote Similarity	0.6369	NPC139085
Remote Similarity	0.6369	NPC214626
Remote Similarity	0.6364	NPC24954
Remote Similarity	0.6354	NPC285941
Remote Similarity	0.6348	NPC469915
Remote Similarity	0.6347	NPC470824
Remote Similarity	0.6346	NPC325013
Remote Similarity	0.6333	NPC218710
Remote Similarity	0.6331	NPC242000
Remote Similarity	0.6329	NPC328590
Remote Similarity	0.6301	NPC29285
Remote Similarity	0.6301	NPC315257
Remote Similarity	0.6278	NPC307640
Remote Similarity	0.6259	NPC24777
Remote Similarity	0.6257	NPC21425
Remote Similarity	0.625	NPC116519
Remote Similarity	0.6216	NPC256288
Remote Similarity	0.6209	NPC320147
Remote Similarity	0.6188	NPC96901
Remote Similarity	0.6188	NPC476425
Remote Similarity	0.6183	NPC2933
Remote Similarity	0.6171	NPC469897
Remote Similarity	0.6162	NPC190461
Remote Similarity	0.6158	NPC176983
Remote Similarity	0.6154	NPC316797
Remote Similarity	0.615	NPC259626
Remote Similarity	0.6149	NPC206372
Remote Similarity	0.6149	NPC203424
Remote Similarity	0.614	NPC210437
Remote Similarity	0.614	NPC51957
Remote Similarity	0.614	NPC476144
Remote Similarity	0.614	NPC106295
Remote Similarity	0.614	NPC16107
Remote Similarity	0.6138	NPC477186
Remote Similarity	0.6136	NPC471122
Remote Similarity	0.6129	NPC326232
Remote Similarity	0.6118	NPC264589
Remote Similarity	0.6118	NPC472100
Remote Similarity	0.6117	NPC276674
Remote Similarity	0.6117	NPC473615
Remote Similarity	0.6117	NPC33902
Remote Similarity	0.6114	NPC477156
Remote Similarity	0.6114	NPC477157
Remote Similarity	0.6111	NPC476689
Remote Similarity	0.6111	NPC476685
Remote Similarity	0.6111	NPC476687
Remote Similarity	0.6108	NPC314682
Remote Similarity	0.6108	NPC287588
Remote Similarity	0.6105	NPC22689
Remote Similarity	0.6105	NPC105055
Remote Similarity	0.6105	NPC7467
Remote Similarity	0.6102	NPC474058
Remote Similarity	0.6099	NPC477185
Remote Similarity	0.6098	NPC173295
Remote Similarity	0.6096	NPC179704
Remote Similarity	0.6095	NPC476567
Remote Similarity	0.6095	NPC128019
Remote Similarity	0.6095	NPC136860
Remote Similarity	0.6092	NPC478076
Remote Similarity	0.609	NPC314192
Remote Similarity	0.6087	NPC260075
Remote Similarity	0.6087	NPC477187
Remote Similarity	0.6087	NPC211997
Remote Similarity	0.6085	NPC229484
Remote Similarity	0.6084	NPC319645
Remote Similarity	0.608	NPC93593
Remote Similarity	0.6071	NPC67904
Remote Similarity	0.6071	NPC138830
Remote Similarity	0.6071	NPC188163
Remote Similarity	0.6071	NPC470925
Remote Similarity	0.6071	NPC213206
Remote Similarity	0.6071	NPC328750
Remote Similarity	0.6071	NPC474915
Remote Similarity	0.6064	NPC249405
Remote Similarity	0.6064	NPC49184
Remote Similarity	0.6054	NPC321211
Remote Similarity	0.6053	NPC292675
Remote Similarity	0.6053	NPC477998
Remote Similarity	0.6047	NPC144863
Remote Similarity	0.6047	NPC321617
Remote Similarity	0.6045	NPC193410
Remote Similarity	0.6044	NPC471648
Remote Similarity	0.6042	NPC473004
Remote Similarity	0.6037	NPC313352
Remote Similarity	0.6033	NPC476441
Remote Similarity	0.6033	NPC264482
Remote Similarity	0.6033	NPC472122
Remote Similarity	0.6033	NPC24594
Remote Similarity	0.6033	NPC134586
Remote Similarity	0.6033	NPC150048
Remote Similarity	0.6033	NPC203754
Remote Similarity	0.6033	NPC471743
Remote Similarity	0.6033	NPC203202
Remote Similarity	0.6025	NPC197680
Remote Similarity	0.6025	NPC259098
Remote Similarity	0.6023	NPC130926
Remote Similarity	0.6022	NPC222592
Remote Similarity	0.6022	NPC168486
Remote Similarity	0.6012	NPC22082
Remote Similarity	0.6012	NPC186284
Remote Similarity	0.6011	NPC248117
Remote Similarity	0.6011	NPC93653
Remote Similarity	0.601	NPC302001
Remote Similarity	0.601	NPC52801
Remote Similarity	0.6	NPC472106
Remote Similarity	0.6	NPC471124
Remote Similarity	0.6	NPC70172
Remote Similarity	0.6	NPC472111
Remote Similarity	0.6	NPC475420
Remote Similarity	0.6	NPC252794
Remote Similarity	0.5989	NPC113946
Remote Similarity	0.5989	NPC26850
Remote Similarity	0.5989	NPC61013
Remote Similarity	0.5988	NPC254798
Remote Similarity	0.5988	NPC226662
Remote Similarity	0.5987	NPC316896
Remote Similarity	0.5979	NPC230313
Remote Similarity	0.5979	NPC473007
Remote Similarity	0.5978	NPC476231
Remote Similarity	0.5978	NPC177404
Remote Similarity	0.5977	NPC322283
Remote Similarity	0.5977	NPC92541
Remote Similarity	0.5977	NPC243756
Remote Similarity	0.5969	NPC320088
Remote Similarity	0.5968	NPC218594
Remote Similarity	0.5968	NPC6974
Remote Similarity	0.5968	NPC99043
Remote Similarity	0.5963	NPC476950
Remote Similarity	0.5957	NPC470317
Remote Similarity	0.5957	NPC472109
Remote Similarity	0.5957	NPC472108
Remote Similarity	0.5957	NPC139291
Remote Similarity	0.5957	NPC472110
Remote Similarity	0.5955	NPC25084
Remote Similarity	0.5955	NPC247639
Remote Similarity	0.5954	NPC253883
Remote Similarity	0.5954	NPC90844
Remote Similarity	0.5954	NPC476151
Remote Similarity	0.5954	NPC95075
Remote Similarity	0.5938	NPC312531
Remote Similarity	0.5938	NPC473569
Remote Similarity	0.5936	NPC472105
Remote Similarity	0.5936	NPC187827
Remote Similarity	0.5935	NPC313449
Remote Similarity	0.5934	NPC223595
Remote Similarity	0.5934	NPC167724
Remote Similarity	0.5934	NPC224970
Remote Similarity	0.5932	NPC36836
Remote Similarity	0.5932	NPC63370
Remote Similarity	0.593	NPC185838
Remote Similarity	0.5924	NPC473880
Remote Similarity	0.5922	NPC81229
Remote Similarity	0.5922	NPC255229
Remote Similarity	0.592	NPC318086
Remote Similarity	0.5917	NPC470301
Remote Similarity	0.5917	NPC314113
Remote Similarity	0.5915	NPC53044
Remote Similarity	0.5914	NPC476326
Remote Similarity	0.5914	NPC186669
Remote Similarity	0.5914	NPC326575
Remote Similarity	0.5912	NPC299582
Remote Similarity	0.5909	NPC26872
Remote Similarity	0.5909	NPC471132
Remote Similarity	0.5906	NPC311330
Remote Similarity	0.5906	NPC79618
Remote Similarity	0.5906	NPC472103
Remote Similarity	0.5906	NPC434
Remote Similarity	0.5899	NPC138487
Remote Similarity	0.5899	NPC5238
Remote Similarity	0.5899	NPC216459
Remote Similarity	0.5899	NPC184026
Remote Similarity	0.5899	NPC295691
Remote Similarity	0.5899	NPC193949
Remote Similarity	0.5899	NPC276588
Remote Similarity	0.5899	NPC54379
Remote Similarity	0.5899	NPC187022
Remote Similarity	0.5899	NPC2413
Remote Similarity	0.5899	NPC207757
Remote Similarity	0.5899	NPC249797
Remote Similarity	0.5899	NPC80129
Remote Similarity	0.5899	NPC278799
Remote Similarity	0.5899	NPC469817
Remote Similarity	0.5899	NPC189266
Remote Similarity	0.5899	NPC110416
Remote Similarity	0.5899	NPC41178

Drug Structure

NPD4644 OpenBabel08211705262D 30 33 0 0 1 0 0 0 0 0999 V2000 10.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 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 2.5000 0.8660 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 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 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 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 -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 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 N 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 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 1.7321 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 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 20 2 0 0 0 0 5 7 1 0 0 0 0 5 18 2 0 0 0 0 6 8 2 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 10 16 1 0 0 0 0 10 17 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 24 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 18 24 1 0 0 0 0 19 28 1 0 0 0 0 20 21 1 0 0 0 0 21 9 1 6 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 25 28 2 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000110
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	133079
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.18
ALogP	-1.0774
MLogP	3
XLogP	3.072
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	84.25
RO5 Violation	0