NPASS drugs

Drug Information

Drug ID:	NPD2917
Drug Name:
Molecular Formula:	C18H20N2O2S
Canonical SMILES:	COc1cccc(n1)N(C(=S)Oc1ccc2c(c1)CCCC2)C
Standard InCHI:	InChI=1S/C18H20N2O2S/c1-20(16-8-5-9-17(19-16)21-2)18(23)22-15-11-10-13-6-3-4-7-14(13)12-15/h5,8-12H,3-4,6-7H2,1-2H3
Standard InCHIKey:	VPHPQNGOVQYUMG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2917

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	429
0.1-0.2	2375
0.2-0.3	10096
0.3-0.4	2584
0.4-0.5	11355
0.5-0.6	3262
0.6-0.7	739
0.7-0.8	50
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	0.7725	NPC133140
Intermediate Similarity	0.7725	NPC195268
Intermediate Similarity	0.7637	NPC312872
Intermediate Similarity	0.7487	NPC4071
Intermediate Similarity	0.7487	NPC476582
Intermediate Similarity	0.7487	NPC476578
Intermediate Similarity	0.7449	NPC477019
Intermediate Similarity	0.7448	NPC280964
Intermediate Similarity	0.7448	NPC114335
Intermediate Similarity	0.7448	NPC141915
Intermediate Similarity	0.7416	NPC26850
Intermediate Similarity	0.7387	NPC16452
Intermediate Similarity	0.7387	NPC36229
Intermediate Similarity	0.7387	NPC476581
Intermediate Similarity	0.7345	NPC26872
Intermediate Similarity	0.7293	NPC177404
Intermediate Similarity	0.7291	NPC290689
Intermediate Similarity	0.7277	NPC204385
Intermediate Similarity	0.7253	NPC118511
Intermediate Similarity	0.7249	NPC206201
Intermediate Similarity	0.7236	NPC31930
Intermediate Similarity	0.7228	NPC313189
Intermediate Similarity	0.7222	NPC287437
Intermediate Similarity	0.7188	NPC61350
Intermediate Similarity	0.7186	NPC329747
Intermediate Similarity	0.7186	NPC234197
Intermediate Similarity	0.7136	NPC53069
Intermediate Similarity	0.7136	NPC202605
Intermediate Similarity	0.7136	NPC112206
Intermediate Similarity	0.7136	NPC296482
Intermediate Similarity	0.7136	NPC202768
Intermediate Similarity	0.7128	NPC469390
Intermediate Similarity	0.71	NPC329793
Intermediate Similarity	0.7094	NPC470164
Intermediate Similarity	0.7094	NPC323345
Intermediate Similarity	0.7079	NPC223427
Intermediate Similarity	0.7068	NPC144114
Intermediate Similarity	0.7059	NPC135549
Intermediate Similarity	0.7053	NPC251160
Intermediate Similarity	0.7044	NPC164374
Intermediate Similarity	0.7044	NPC137929
Intermediate Similarity	0.7039	NPC470020
Intermediate Similarity	0.7035	NPC224928
Intermediate Similarity	0.7031	NPC176127
Intermediate Similarity	0.7019	NPC236668
Intermediate Similarity	0.7016	NPC168486
Intermediate Similarity	0.7016	NPC222592
Intermediate Similarity	0.7014	NPC308906
Intermediate Similarity	0.701	NPC472111
Intermediate Similarity	0.7005	NPC242923
Remote Similarity	0.6995	NPC469440
Remote Similarity	0.6995	NPC84478
Remote Similarity	0.6986	NPC146976
Remote Similarity	0.6985	NPC473053
Remote Similarity	0.6979	NPC470474
Remote Similarity	0.6971	NPC171409
Remote Similarity	0.6971	NPC96405
Remote Similarity	0.6968	NPC30540
Remote Similarity	0.6961	NPC285558
Remote Similarity	0.6957	NPC471304
Remote Similarity	0.6954	NPC92111
Remote Similarity	0.6942	NPC475910
Remote Similarity	0.6935	NPC471178
Remote Similarity	0.6931	NPC11017
Remote Similarity	0.6923	NPC208284
Remote Similarity	0.6916	NPC280272
Remote Similarity	0.6912	NPC475774
Remote Similarity	0.6911	NPC283152
Remote Similarity	0.6908	NPC469589
Remote Similarity	0.6907	NPC62069
Remote Similarity	0.6904	NPC76748
Remote Similarity	0.6888	NPC66083
Remote Similarity	0.6884	NPC289786
Remote Similarity	0.6884	NPC307963
Remote Similarity	0.6878	NPC165349
Remote Similarity	0.6878	NPC47059
Remote Similarity	0.6878	NPC118832
Remote Similarity	0.6878	NPC329708
Remote Similarity	0.6878	NPC264166
Remote Similarity	0.6878	NPC274291
Remote Similarity	0.6875	NPC472168
Remote Similarity	0.6872	NPC42591
Remote Similarity	0.6863	NPC295898
Remote Similarity	0.686	NPC476465
Remote Similarity	0.686	NPC470931
Remote Similarity	0.6857	NPC271215
Remote Similarity	0.6857	NPC162530
Remote Similarity	0.6857	NPC149471
Remote Similarity	0.6853	NPC296527
Remote Similarity	0.685	NPC131017
Remote Similarity	0.6842	NPC472066
Remote Similarity	0.6842	NPC472031
Remote Similarity	0.6842	NPC472067
Remote Similarity	0.684	NPC473513
Remote Similarity	0.6832	NPC72211
Remote Similarity	0.6829	NPC162484
Remote Similarity	0.6812	NPC193777
Remote Similarity	0.681	NPC472098
Remote Similarity	0.681	NPC264176
Remote Similarity	0.6808	NPC173080
Remote Similarity	0.6808	NPC473822
Remote Similarity	0.6794	NPC188420
Remote Similarity	0.6794	NPC199667
Remote Similarity	0.6789	NPC85482
Remote Similarity	0.6789	NPC157931
Remote Similarity	0.6782	NPC243834
Remote Similarity	0.6782	NPC70956
Remote Similarity	0.6779	NPC82548
Remote Similarity	0.6777	NPC469592
Remote Similarity	0.6777	NPC471080
Remote Similarity	0.6777	NPC478074
Remote Similarity	0.6776	NPC476568
Remote Similarity	0.6776	NPC17565
Remote Similarity	0.6771	NPC288943
Remote Similarity	0.6766	NPC280638
Remote Similarity	0.6765	NPC176538
Remote Similarity	0.6765	NPC315957
Remote Similarity	0.6759	NPC122463
Remote Similarity	0.6758	NPC471762
Remote Similarity	0.6755	NPC24954
Remote Similarity	0.6754	NPC471294
Remote Similarity	0.6754	NPC472068
Remote Similarity	0.6754	NPC208060
Remote Similarity	0.675	NPC79213
Remote Similarity	0.6749	NPC127085
Remote Similarity	0.6746	NPC473181
Remote Similarity	0.6746	NPC201697
Remote Similarity	0.6746	NPC174758
Remote Similarity	0.6744	NPC174049
Remote Similarity	0.6739	NPC56271
Remote Similarity	0.6738	NPC59779
Remote Similarity	0.6738	NPC124542
Remote Similarity	0.6738	NPC471177
Remote Similarity	0.6738	NPC216816
Remote Similarity	0.6733	NPC70259
Remote Similarity	0.6732	NPC232727
Remote Similarity	0.6732	NPC267423
Remote Similarity	0.673	NPC94157
Remote Similarity	0.6729	NPC473041
Remote Similarity	0.6729	NPC23614
Remote Similarity	0.6729	NPC100079
Remote Similarity	0.6729	NPC96321
Remote Similarity	0.6723	NPC314682
Remote Similarity	0.6718	NPC477891
Remote Similarity	0.6714	NPC167860
Remote Similarity	0.6714	NPC123976
Remote Similarity	0.6702	NPC473057
Remote Similarity	0.6702	NPC476688
Remote Similarity	0.6702	NPC105758
Remote Similarity	0.6702	NPC476686
Remote Similarity	0.6698	NPC266931
Remote Similarity	0.6697	NPC201508
Remote Similarity	0.6685	NPC328750
Remote Similarity	0.6685	NPC188163
Remote Similarity	0.6685	NPC474915
Remote Similarity	0.6685	NPC213206
Remote Similarity	0.6684	NPC278874
Remote Similarity	0.6684	NPC285635
Remote Similarity	0.6683	NPC205934
Remote Similarity	0.6683	NPC242928
Remote Similarity	0.6683	NPC474145
Remote Similarity	0.6683	NPC43787
Remote Similarity	0.6683	NPC475841
Remote Similarity	0.6682	NPC305984
Remote Similarity	0.6682	NPC315822
Remote Similarity	0.6682	NPC210434
Remote Similarity	0.6667	NPC470018
Remote Similarity	0.6667	NPC235076
Remote Similarity	0.6667	NPC259545
Remote Similarity	0.6667	NPC2497
Remote Similarity	0.6651	NPC65277
Remote Similarity	0.6651	NPC48353
Remote Similarity	0.6651	NPC469594
Remote Similarity	0.665	NPC251090
Remote Similarity	0.665	NPC470586
Remote Similarity	0.6649	NPC315498
Remote Similarity	0.6649	NPC230942
Remote Similarity	0.6649	NPC285941
Remote Similarity	0.6637	NPC96584
Remote Similarity	0.6637	NPC255800
Remote Similarity	0.6636	NPC74575
Remote Similarity	0.6636	NPC187145
Remote Similarity	0.6634	NPC79293
Remote Similarity	0.6634	NPC279401
Remote Similarity	0.6633	NPC474798
Remote Similarity	0.6633	NPC118776
Remote Similarity	0.663	NPC13397
Remote Similarity	0.662	NPC46451
Remote Similarity	0.6618	NPC135887
Remote Similarity	0.6618	NPC199277
Remote Similarity	0.6618	NPC475112
Remote Similarity	0.6618	NPC291535
Remote Similarity	0.6618	NPC475085
Remote Similarity	0.6614	NPC159319
Remote Similarity	0.6607	NPC208898
Remote Similarity	0.6606	NPC66777
Remote Similarity	0.66	NPC230805
Remote Similarity	0.6598	NPC134586
Remote Similarity	0.6593	NPC161292
Remote Similarity	0.6592	NPC49547

Drug Structure

NPD2917 OpenBabel08211702562D 23 25 0 0 0 0 0 0 0 0999 V2000 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 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 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 3.4641 0.0000 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 4.3301 -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 -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 1.7321 1.0000 0.0000 C 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 0.8660 1.5000 0.0000 N 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 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 11 1 0 0 0 0 10 13 2 0 0 0 0 11 15 2 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005724
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.12
ALogP	0.4144
MLogP	2.89
XLogP	6.436
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	66.68
RO5 Violation	1