NPASS drugs

Drug Information

Drug ID:	NPD2164
Drug Name:
Molecular Formula:	C16H21NO5S
Canonical SMILES:	CCOC(=O)CC(=O)N1CCSC1COc1ccccc1OC
Standard InCHI:	InChI=1S/C16H21NO5S/c1-3-21-16(19)10-14(18)17-8-9-23-15(17)11-22-13-7-5-4-6-12(13)20-2/h4-7,15H,3,8-11H2,1-2H3
Standard InCHIKey:	WSYVIAQNTFPTBI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2164

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	123
0.1-0.2	1707
0.2-0.3	8348
0.3-0.4	5955
0.4-0.5	9305
0.5-0.6	5286
0.6-0.7	163
0.7-0.8	3
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	0.7111	NPC95977
Intermediate Similarity	0.7054	NPC313918
Intermediate Similarity	0.702	NPC307682
Remote Similarity	0.698	NPC318862
Remote Similarity	0.6908	NPC469808
Remote Similarity	0.6776	NPC103947
Remote Similarity	0.6776	NPC45783
Remote Similarity	0.6776	NPC94280
Remote Similarity	0.6776	NPC328419
Remote Similarity	0.6776	NPC193673
Remote Similarity	0.6776	NPC159150
Remote Similarity	0.6772	NPC189908
Remote Similarity	0.6753	NPC28641
Remote Similarity	0.6753	NPC194359
Remote Similarity	0.6732	NPC96406
Remote Similarity	0.6732	NPC180647
Remote Similarity	0.6691	NPC41594
Remote Similarity	0.6688	NPC145446
Remote Similarity	0.6688	NPC137172
Remote Similarity	0.6645	NPC470707
Remote Similarity	0.6645	NPC248505
Remote Similarity	0.6645	NPC225745
Remote Similarity	0.6645	NPC217574
Remote Similarity	0.6645	NPC95366
Remote Similarity	0.6623	NPC230698
Remote Similarity	0.6623	NPC73883
Remote Similarity	0.6623	NPC136330
Remote Similarity	0.6623	NPC277042
Remote Similarity	0.6623	NPC251454
Remote Similarity	0.6623	NPC255817
Remote Similarity	0.6623	NPC196609
Remote Similarity	0.6623	NPC205178
Remote Similarity	0.6597	NPC159916
Remote Similarity	0.6581	NPC99078
Remote Similarity	0.6558	NPC282477
Remote Similarity	0.6558	NPC284855
Remote Similarity	0.6558	NPC167096
Remote Similarity	0.6538	NPC220923
Remote Similarity	0.6538	NPC252107
Remote Similarity	0.6519	NPC204546
Remote Similarity	0.6513	NPC195902
Remote Similarity	0.6509	NPC469479
Remote Similarity	0.6488	NPC329640
Remote Similarity	0.6433	NPC214036
Remote Similarity	0.6433	NPC469505
Remote Similarity	0.6433	NPC113236
Remote Similarity	0.6398	NPC244338
Remote Similarity	0.6395	NPC474858
Remote Similarity	0.6389	NPC329731
Remote Similarity	0.6389	NPC4910
Remote Similarity	0.6382	NPC280736
Remote Similarity	0.6377	NPC17537
Remote Similarity	0.637	NPC132725
Remote Similarity	0.6357	NPC206876
Remote Similarity	0.634	NPC283079
Remote Similarity	0.6338	NPC245552
Remote Similarity	0.6333	NPC21238
Remote Similarity	0.6327	NPC37858
Remote Similarity	0.6309	NPC114845
Remote Similarity	0.6306	NPC196708
Remote Similarity	0.6301	NPC473693
Remote Similarity	0.6301	NPC329717
Remote Similarity	0.6301	NPC471568
Remote Similarity	0.6299	NPC196026
Remote Similarity	0.6299	NPC200555
Remote Similarity	0.6289	NPC231572
Remote Similarity	0.6264	NPC471650
Remote Similarity	0.6259	NPC277460
Remote Similarity	0.6258	NPC70485
Remote Similarity	0.6257	NPC472923
Remote Similarity	0.625	NPC303522
Remote Similarity	0.625	NPC141739
Remote Similarity	0.625	NPC314803
Remote Similarity	0.625	NPC320242
Remote Similarity	0.625	NPC136112
Remote Similarity	0.6243	NPC186617
Remote Similarity	0.6242	NPC473463
Remote Similarity	0.6242	NPC214239
Remote Similarity	0.6242	NPC267064
Remote Similarity	0.6225	NPC279379
Remote Similarity	0.6221	NPC254700
Remote Similarity	0.6218	NPC118419
Remote Similarity	0.6216	NPC69670
Remote Similarity	0.6215	NPC329992
Remote Similarity	0.6213	NPC169742
Remote Similarity	0.6209	NPC127604
Remote Similarity	0.6207	NPC196091
Remote Similarity	0.6203	NPC11147
Remote Similarity	0.619	NPC270811
Remote Similarity	0.619	NPC206372
Remote Similarity	0.619	NPC203424
Remote Similarity	0.619	NPC471073
Remote Similarity	0.6187	NPC283546
Remote Similarity	0.6183	NPC184933
Remote Similarity	0.6183	NPC59827
Remote Similarity	0.617	NPC151530
Remote Similarity	0.617	NPC157473
Remote Similarity	0.617	NPC258171
Remote Similarity	0.6169	NPC223807
Remote Similarity	0.6164	NPC106606
Remote Similarity	0.6163	NPC26353
Remote Similarity	0.6159	NPC110337
Remote Similarity	0.6159	NPC471647
Remote Similarity	0.6159	NPC471646
Remote Similarity	0.6154	NPC471649
Remote Similarity	0.6149	NPC124916
Remote Similarity	0.6149	NPC35345
Remote Similarity	0.6143	NPC473855
Remote Similarity	0.6118	NPC470887
Remote Similarity	0.6118	NPC255253
Remote Similarity	0.6115	NPC470392
Remote Similarity	0.6111	NPC329816
Remote Similarity	0.6108	NPC477526
Remote Similarity	0.6104	NPC218323
Remote Similarity	0.6101	NPC209195
Remote Similarity	0.6101	NPC13826
Remote Similarity	0.6099	NPC176971
Remote Similarity	0.6093	NPC193484
Remote Similarity	0.6092	NPC473502
Remote Similarity	0.609	NPC318429
Remote Similarity	0.6089	NPC475421
Remote Similarity	0.6085	NPC477527
Remote Similarity	0.6081	NPC212643
Remote Similarity	0.6081	NPC199209
Remote Similarity	0.6076	NPC132308
Remote Similarity	0.6069	NPC165646
Remote Similarity	0.6069	NPC158900
Remote Similarity	0.6066	NPC276120
Remote Similarity	0.6065	NPC172403
Remote Similarity	0.6062	NPC416184
Remote Similarity	0.6057	NPC231198
Remote Similarity	0.6053	NPC288238
Remote Similarity	0.6044	NPC473562
Remote Similarity	0.604	NPC293424
Remote Similarity	0.6039	NPC71105
Remote Similarity	0.6039	NPC85830
Remote Similarity	0.6039	NPC246133
Remote Similarity	0.6039	NPC207541
Remote Similarity	0.6039	NPC182147
Remote Similarity	0.6039	NPC280767
Remote Similarity	0.6039	NPC170583
Remote Similarity	0.6039	NPC152186
Remote Similarity	0.6038	NPC274441
Remote Similarity	0.6028	NPC128730
Remote Similarity	0.6028	NPC473393
Remote Similarity	0.6026	NPC210674
Remote Similarity	0.6026	NPC471877
Remote Similarity	0.6026	NPC204466
Remote Similarity	0.6025	NPC193528
Remote Similarity	0.6014	NPC307039
Remote Similarity	0.6014	NPC291837
Remote Similarity	0.6013	NPC274732
Remote Similarity	0.6013	NPC97870
Remote Similarity	0.6013	NPC247018
Remote Similarity	0.6013	NPC307123
Remote Similarity	0.6011	NPC315542
Remote Similarity	0.6011	NPC164608
Remote Similarity	0.6	NPC156944
Remote Similarity	0.6	NPC475828
Remote Similarity	0.6	NPC138365
Remote Similarity	0.6	NPC269340
Remote Similarity	0.6	NPC83790
Remote Similarity	0.6	NPC251466
Remote Similarity	0.6	NPC218614
Remote Similarity	0.6	NPC55300
Remote Similarity	0.6	NPC128237
Remote Similarity	0.5989	NPC470112
Remote Similarity	0.5989	NPC220961
Remote Similarity	0.5989	NPC167763
Remote Similarity	0.5989	NPC470903
Remote Similarity	0.5988	NPC324081
Remote Similarity	0.5987	NPC70752
Remote Similarity	0.5987	NPC476748
Remote Similarity	0.5987	NPC241354
Remote Similarity	0.5986	NPC294941
Remote Similarity	0.5986	NPC292036
Remote Similarity	0.5986	NPC326447
Remote Similarity	0.5979	NPC477258
Remote Similarity	0.5975	NPC266425
Remote Similarity	0.5974	NPC300955
Remote Similarity	0.5974	NPC20443
Remote Similarity	0.5974	NPC60517
Remote Similarity	0.5974	NPC146886
Remote Similarity	0.5974	NPC246704
Remote Similarity	0.5973	NPC185738
Remote Similarity	0.5971	NPC107101
Remote Similarity	0.5968	NPC237579
Remote Similarity	0.5967	NPC474470
Remote Similarity	0.5965	NPC470708
Remote Similarity	0.5964	NPC469978
Remote Similarity	0.5962	NPC474670
Remote Similarity	0.5962	NPC41331
Remote Similarity	0.5962	NPC157740
Remote Similarity	0.5962	NPC99798
Remote Similarity	0.5962	NPC191302
Remote Similarity	0.5962	NPC291449
Remote Similarity	0.5962	NPC194841
Remote Similarity	0.596	NPC202474
Remote Similarity	0.5956	NPC114325
Remote Similarity	0.5955	NPC475845

Drug Structure

NPD2164 OpenBabel08211701392D 23 24 0 0 1 0 0 0 0 0999 V2000 -2.5917 -5.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6407 -5.3138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -2.6884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.1759 -3.6666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2738 -3.0485 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1270 -3.9756 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4328 -4.3357 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 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 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 12 2 0 0 0 0 7 13 2 0 0 0 0 8 9 1 0 0 0 0 8 17 1 0 0 0 0 9 23 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 11 15 1 0 0 0 0 11 22 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009858
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.11
ALogP	0.2133
MLogP	2.45
XLogP	2.515
HDA	4
HBD	0
Rotatable Bonds	11
TPSA	90.37
RO5 Violation	0