NPASS drugs

Drug Information

Drug ID:	NPD3720
Drug Name:	artilide
Molecular Formula:	C19H34N2O3S
Canonical SMILES:	CCCCN(CCCC)CCC[C@H](c1ccc(cc1)NS(=O)(=O)C)O
Standard InCHI:	InChI=1S/C19H34N2O3S/c1-4-6-14-21(15-7-5-2)16-8-9-19(22)17-10-12-18(13-11-17)20-25(3,23)24/h10-13,19-20,22H,4-9,14-16H2,1-3H3/t19-/m1/s1
Standard InCHIKey:	UAARDOOBGJGDJV-LJQANCHMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3720

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	98
0.1-0.2	874
0.2-0.3	5190
0.3-0.4	11038
0.4-0.5	10007
0.5-0.6	3372
0.6-0.7	292
0.7-0.8	19
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	0.72	NPC214200
Intermediate Similarity	0.72	NPC228400
Intermediate Similarity	0.7165	NPC226778
Intermediate Similarity	0.7165	NPC304761
Intermediate Similarity	0.7165	NPC150254
Intermediate Similarity	0.7165	NPC147000
Intermediate Similarity	0.7143	NPC327226
Intermediate Similarity	0.7071	NPC325013
Intermediate Similarity	0.7067	NPC472103
Intermediate Similarity	0.7055	NPC159589
Intermediate Similarity	0.7042	NPC101372
Intermediate Similarity	0.704	NPC290515
Intermediate Similarity	0.704	NPC108606
Intermediate Similarity	0.704	NPC164514
Intermediate Similarity	0.704	NPC303611
Intermediate Similarity	0.704	NPC226096
Intermediate Similarity	0.7023	NPC65855
Intermediate Similarity	0.7023	NPC292758
Intermediate Similarity	0.7	NPC37584
Remote Similarity	0.6959	NPC319645
Remote Similarity	0.6935	NPC215351
Remote Similarity	0.6935	NPC20142
Remote Similarity	0.6923	NPC197680
Remote Similarity	0.6923	NPC259098
Remote Similarity	0.6908	NPC470824
Remote Similarity	0.6897	NPC476685
Remote Similarity	0.6897	NPC476689
Remote Similarity	0.6897	NPC476687
Remote Similarity	0.6875	NPC226662
Remote Similarity	0.6838	NPC101139
Remote Similarity	0.6838	NPC222982
Remote Similarity	0.6835	NPC326232
Remote Similarity	0.6828	NPC314098
Remote Similarity	0.68	NPC472243
Remote Similarity	0.677	NPC85651
Remote Similarity	0.6765	NPC470550
Remote Similarity	0.6765	NPC205652
Remote Similarity	0.6753	NPC472100
Remote Similarity	0.6714	NPC150323
Remote Similarity	0.6711	NPC472241
Remote Similarity	0.6687	NPC469428
Remote Similarity	0.6667	NPC147957
Remote Similarity	0.6624	NPC318086
Remote Similarity	0.6619	NPC137096
Remote Similarity	0.6597	NPC205946
Remote Similarity	0.6594	NPC213
Remote Similarity	0.6594	NPC10286
Remote Similarity	0.6581	NPC472242
Remote Similarity	0.6579	NPC242933
Remote Similarity	0.6577	NPC184437
Remote Similarity	0.6556	NPC287358
Remote Similarity	0.6538	NPC264589
Remote Similarity	0.6524	NPC139506
Remote Similarity	0.6524	NPC292143
Remote Similarity	0.651	NPC208757
Remote Similarity	0.6497	NPC254798
Remote Similarity	0.6483	NPC474479
Remote Similarity	0.6478	NPC322283
Remote Similarity	0.6471	NPC243162
Remote Similarity	0.6467	NPC253476
Remote Similarity	0.6466	NPC211551
Remote Similarity	0.6454	NPC229353
Remote Similarity	0.6452	NPC478040
Remote Similarity	0.6439	NPC178681
Remote Similarity	0.6438	NPC250476
Remote Similarity	0.6424	NPC313757
Remote Similarity	0.6419	NPC472245
Remote Similarity	0.6414	NPC307020
Remote Similarity	0.641	NPC311330
Remote Similarity	0.6406	NPC58674
Remote Similarity	0.6397	NPC145638
Remote Similarity	0.6397	NPC24777
Remote Similarity	0.6397	NPC290566
Remote Similarity	0.6395	NPC322366
Remote Similarity	0.6375	NPC475763
Remote Similarity	0.637	NPC477248
Remote Similarity	0.637	NPC474926
Remote Similarity	0.637	NPC477249
Remote Similarity	0.6364	NPC72291
Remote Similarity	0.6351	NPC17374
Remote Similarity	0.6347	NPC278887
Remote Similarity	0.6333	NPC313466
Remote Similarity	0.6331	NPC1986
Remote Similarity	0.6331	NPC474544
Remote Similarity	0.6325	NPC476118
Remote Similarity	0.6325	NPC189116
Remote Similarity	0.6323	NPC43477
Remote Similarity	0.6323	NPC314113
Remote Similarity	0.6319	NPC477156
Remote Similarity	0.6319	NPC477157
Remote Similarity	0.6316	NPC129624
Remote Similarity	0.631	NPC470971
Remote Similarity	0.6303	NPC309531
Remote Similarity	0.6303	NPC472102
Remote Similarity	0.6301	NPC285394
Remote Similarity	0.6294	NPC283760
Remote Similarity	0.6294	NPC34508
Remote Similarity	0.6288	NPC70201
Remote Similarity	0.6288	NPC155847
Remote Similarity	0.6288	NPC289381
Remote Similarity	0.628	NPC153694
Remote Similarity	0.628	NPC211525
Remote Similarity	0.6275	NPC64205
Remote Similarity	0.6269	NPC256838
Remote Similarity	0.6269	NPC224610
Remote Similarity	0.6269	NPC194390
Remote Similarity	0.6269	NPC113326
Remote Similarity	0.6269	NPC88267
Remote Similarity	0.6265	NPC472121
Remote Similarity	0.6264	NPC475962
Remote Similarity	0.626	NPC304538
Remote Similarity	0.6259	NPC472244
Remote Similarity	0.6259	NPC470343
Remote Similarity	0.625	NPC472115
Remote Similarity	0.625	NPC472114
Remote Similarity	0.625	NPC76327
Remote Similarity	0.625	NPC130931
Remote Similarity	0.6242	NPC36495
Remote Similarity	0.6242	NPC150863
Remote Similarity	0.6242	NPC291359
Remote Similarity	0.6242	NPC469666
Remote Similarity	0.6235	NPC158129
Remote Similarity	0.6234	NPC166667
Remote Similarity	0.6232	NPC9336
Remote Similarity	0.623	NPC103326
Remote Similarity	0.623	NPC99394
Remote Similarity	0.623	NPC329319
Remote Similarity	0.623	NPC87299
Remote Similarity	0.622	NPC159178
Remote Similarity	0.622	NPC141139
Remote Similarity	0.622	NPC209764
Remote Similarity	0.622	NPC78041
Remote Similarity	0.622	NPC121872
Remote Similarity	0.622	NPC74936
Remote Similarity	0.622	NPC471307
Remote Similarity	0.6216	NPC65310
Remote Similarity	0.6216	NPC318965
Remote Similarity	0.6202	NPC476483
Remote Similarity	0.62	NPC280807
Remote Similarity	0.62	NPC314431
Remote Similarity	0.6194	NPC68055
Remote Similarity	0.619	NPC30445
Remote Similarity	0.619	NPC470069
Remote Similarity	0.619	NPC70172
Remote Similarity	0.619	NPC52059
Remote Similarity	0.6188	NPC161292
Remote Similarity	0.6188	NPC212799
Remote Similarity	0.6184	NPC33338
Remote Similarity	0.6184	NPC300020
Remote Similarity	0.6184	NPC302171
Remote Similarity	0.6174	NPC323775
Remote Similarity	0.6174	NPC236347
Remote Similarity	0.6173	NPC314223
Remote Similarity	0.6168	NPC191863
Remote Similarity	0.6168	NPC133470
Remote Similarity	0.6168	NPC289776
Remote Similarity	0.6168	NPC472117
Remote Similarity	0.6165	NPC29601
Remote Similarity	0.6164	NPC477556
Remote Similarity	0.6159	NPC258056
Remote Similarity	0.6159	NPC231382
Remote Similarity	0.6154	NPC170170
Remote Similarity	0.6154	NPC219233
Remote Similarity	0.6154	NPC150712
Remote Similarity	0.6154	NPC211468
Remote Similarity	0.6149	NPC99043
Remote Similarity	0.6149	NPC270009
Remote Similarity	0.6149	NPC218594
Remote Similarity	0.6148	NPC117180
Remote Similarity	0.6145	NPC263709
Remote Similarity	0.6145	NPC471122
Remote Similarity	0.6145	NPC243673
Remote Similarity	0.6145	NPC63210
Remote Similarity	0.6145	NPC148468
Remote Similarity	0.6145	NPC97380
Remote Similarity	0.6145	NPC310403
Remote Similarity	0.6144	NPC474473
Remote Similarity	0.6144	NPC132847
Remote Similarity	0.6142	NPC470877
Remote Similarity	0.614	NPC310894
Remote Similarity	0.6139	NPC471680
Remote Similarity	0.6139	NPC308197
Remote Similarity	0.6138	NPC471308
Remote Similarity	0.6138	NPC53596
Remote Similarity	0.6138	NPC289330
Remote Similarity	0.6138	NPC160120
Remote Similarity	0.6138	NPC17388
Remote Similarity	0.6136	NPC470317
Remote Similarity	0.6135	NPC184161
Remote Similarity	0.6133	NPC122235
Remote Similarity	0.6131	NPC142297
Remote Similarity	0.6127	NPC473432
Remote Similarity	0.6127	NPC317254
Remote Similarity	0.6125	NPC478039
Remote Similarity	0.6125	NPC146370
Remote Similarity	0.6124	NPC291759
Remote Similarity	0.6124	NPC265521
Remote Similarity	0.6122	NPC283130
Remote Similarity	0.6122	NPC328683
Remote Similarity	0.6121	NPC10875

Drug Structure

NPD3720 OpenBabel08211703112D 27 27 0 0 1 0 0 0 0 0999 V2000 -7.7942 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 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 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 -6.0622 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 -1.0000 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 -4.3301 0.5000 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 -2.5981 -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 -3.4641 -3.0000 0.0000 C 0 0 2 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 -5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 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 1.0000 0.0000 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 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 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 25 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 10 12 1 0 0 0 0 10 17 2 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 9 1 6 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 22 27 1 0 0 0 0 23 25 2 0 0 0 0 24 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012212
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.23
ALogP	-2.9223
MLogP	2.89
XLogP	4.036
HDA	5
HBD	2
Rotatable Bonds	17
TPSA	78.02
RO5 Violation	1