NPASS drugs

Drug Information

Drug ID:	NPD4124
Drug Name:
Molecular Formula:	C20H26N2O4
Canonical SMILES:	O=C1CC2(CCCC2)CC(=O)N1CCNCC1COc2c(O1)cccc2
Standard InCHI:	InChI=1S/C20H26N2O4/c23-18-11-20(7-3-4-8-20)12-19(24)22(18)10-9-21-13-15-14-25-16-5-1-2-6-17(16)26-15/h1-2,5-6,15,21H,3-4,7-14H2
Standard InCHIKey:	BVMYCHKQPGEOSI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4124

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	171
0.1-0.2	992
0.2-0.3	4152
0.3-0.4	9184
0.4-0.5	6444
0.5-0.6	9387
0.6-0.7	553
0.7-0.8	7
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	0.7419	NPC225745
Intermediate Similarity	0.7403	NPC180647
Intermediate Similarity	0.716	NPC158900
Intermediate Similarity	0.7099	NPC189908
Intermediate Similarity	0.7089	NPC28641
Intermediate Similarity	0.7089	NPC194359
Intermediate Similarity	0.7025	NPC469808
Remote Similarity	0.6971	NPC164608
Remote Similarity	0.6962	NPC277042
Remote Similarity	0.6962	NPC136330
Remote Similarity	0.6962	NPC251454
Remote Similarity	0.6962	NPC196609
Remote Similarity	0.6962	NPC230698
Remote Similarity	0.6962	NPC205178
Remote Similarity	0.6962	NPC255817
Remote Similarity	0.6962	NPC73883
Remote Similarity	0.6944	NPC102760
Remote Similarity	0.6918	NPC99078
Remote Similarity	0.6899	NPC167096
Remote Similarity	0.6897	NPC474858
Remote Similarity	0.6879	NPC318862
Remote Similarity	0.6875	NPC252107
Remote Similarity	0.6875	NPC220923
Remote Similarity	0.6875	NPC470707
Remote Similarity	0.6851	NPC138083
Remote Similarity	0.6818	NPC141739
Remote Similarity	0.6818	NPC320242
Remote Similarity	0.6818	NPC136112
Remote Similarity	0.6816	NPC32064
Remote Similarity	0.6813	NPC276120
Remote Similarity	0.6807	NPC324081
Remote Similarity	0.6788	NPC9373
Remote Similarity	0.6759	NPC95977
Remote Similarity	0.6748	NPC204546
Remote Similarity	0.673	NPC132308
Remote Similarity	0.6728	NPC231572
Remote Similarity	0.6725	NPC169742
Remote Similarity	0.6724	NPC469479
Remote Similarity	0.6724	NPC254700
Remote Similarity	0.6724	NPC471396
Remote Similarity	0.6706	NPC206372
Remote Similarity	0.6706	NPC203424
Remote Similarity	0.6704	NPC329992
Remote Similarity	0.6703	NPC174122
Remote Similarity	0.6703	NPC64140
Remote Similarity	0.6688	NPC328267
Remote Similarity	0.6688	NPC283079
Remote Similarity	0.6667	NPC247018
Remote Similarity	0.6667	NPC307123
Remote Similarity	0.6667	NPC97870
Remote Similarity	0.6667	NPC299806
Remote Similarity	0.6649	NPC242728
Remote Similarity	0.6649	NPC234069
Remote Similarity	0.6648	NPC186617
Remote Similarity	0.6648	NPC469505
Remote Similarity	0.6646	NPC196708
Remote Similarity	0.6646	NPC323204
Remote Similarity	0.6629	NPC473748
Remote Similarity	0.6628	NPC287757
Remote Similarity	0.6628	NPC319320
Remote Similarity	0.6625	NPC266425
Remote Similarity	0.6623	NPC298486
Remote Similarity	0.6614	NPC149962
Remote Similarity	0.661	NPC471568
Remote Similarity	0.661	NPC196091
Remote Similarity	0.661	NPC473693
Remote Similarity	0.6609	NPC329640
Remote Similarity	0.6608	NPC471073
Remote Similarity	0.6608	NPC270811
Remote Similarity	0.6606	NPC308571
Remote Similarity	0.6605	NPC106606
Remote Similarity	0.6605	NPC307682
Remote Similarity	0.6597	NPC123859
Remote Similarity	0.6593	NPC329816
Remote Similarity	0.6591	NPC473502
Remote Similarity	0.659	NPC133817
Remote Similarity	0.659	NPC476443
Remote Similarity	0.6587	NPC469978
Remote Similarity	0.6584	NPC328419
Remote Similarity	0.6584	NPC193673
Remote Similarity	0.6584	NPC94280
Remote Similarity	0.6584	NPC45783
Remote Similarity	0.6584	NPC159150
Remote Similarity	0.6584	NPC103947
Remote Similarity	0.6579	NPC144314
Remote Similarity	0.6576	NPC473007
Remote Similarity	0.6571	NPC26353
Remote Similarity	0.6571	NPC472923
Remote Similarity	0.6571	NPC475780
Remote Similarity	0.657	NPC471649
Remote Similarity	0.6564	NPC231163
Remote Similarity	0.6564	NPC214036
Remote Similarity	0.6564	NPC318591
Remote Similarity	0.6564	NPC113236
Remote Similarity	0.6559	NPC471650
Remote Similarity	0.6554	NPC35345
Remote Similarity	0.655	NPC119669
Remote Similarity	0.6545	NPC50548
Remote Similarity	0.6543	NPC209195
Remote Similarity	0.6543	NPC13826
Remote Similarity	0.6543	NPC96406
Remote Similarity	0.6538	NPC222524
Remote Similarity	0.6524	NPC29531
Remote Similarity	0.6524	NPC141440
Remote Similarity	0.6524	NPC473008
Remote Similarity	0.6522	NPC473562
Remote Similarity	0.6522	NPC115906
Remote Similarity	0.6513	NPC473422
Remote Similarity	0.6503	NPC137172
Remote Similarity	0.6503	NPC145446
Remote Similarity	0.65	NPC257390
Remote Similarity	0.6497	NPC475393
Remote Similarity	0.6486	NPC229234
Remote Similarity	0.6486	NPC315542
Remote Similarity	0.6482	NPC326333
Remote Similarity	0.6481	NPC274441
Remote Similarity	0.648	NPC284842
Remote Similarity	0.6463	NPC95366
Remote Similarity	0.6463	NPC248505
Remote Similarity	0.6462	NPC473460
Remote Similarity	0.6461	NPC231198
Remote Similarity	0.646	NPC217574
Remote Similarity	0.6442	NPC138365
Remote Similarity	0.644	NPC477258
Remote Similarity	0.6433	NPC470088
Remote Similarity	0.6425	NPC329717
Remote Similarity	0.6424	NPC128877
Remote Similarity	0.642	NPC160692
Remote Similarity	0.6418	NPC326027
Remote Similarity	0.6417	NPC214629
Remote Similarity	0.6406	NPC66909
Remote Similarity	0.6404	NPC218614
Remote Similarity	0.6402	NPC231884
Remote Similarity	0.6402	NPC167944
Remote Similarity	0.6402	NPC477526
Remote Similarity	0.6402	NPC248822
Remote Similarity	0.6402	NPC42793
Remote Similarity	0.64	NPC323443
Remote Similarity	0.64	NPC180756
Remote Similarity	0.6393	NPC475421
Remote Similarity	0.6391	NPC130926
Remote Similarity	0.6387	NPC471563
Remote Similarity	0.6387	NPC230313
Remote Similarity	0.6384	NPC63931
Remote Similarity	0.6383	NPC169387
Remote Similarity	0.6383	NPC477259
Remote Similarity	0.638	NPC29650
Remote Similarity	0.6379	NPC470708
Remote Similarity	0.6374	NPC214239
Remote Similarity	0.6369	NPC2770
Remote Similarity	0.6369	NPC471651
Remote Similarity	0.6369	NPC39103
Remote Similarity	0.6364	NPC253429
Remote Similarity	0.6358	NPC470392
Remote Similarity	0.6358	NPC118419
Remote Similarity	0.6354	NPC306804
Remote Similarity	0.6352	NPC218323
Remote Similarity	0.6349	NPC283207
Remote Similarity	0.6347	NPC66518
Remote Similarity	0.6343	NPC80129
Remote Similarity	0.6343	NPC187022
Remote Similarity	0.6341	NPC11147
Remote Similarity	0.634	NPC120075
Remote Similarity	0.6338	NPC313918
Remote Similarity	0.6333	NPC475204
Remote Similarity	0.6333	NPC475123
Remote Similarity	0.6333	NPC74216
Remote Similarity	0.6333	NPC46009
Remote Similarity	0.6331	NPC244338
Remote Similarity	0.633	NPC329731
Remote Similarity	0.633	NPC4910
Remote Similarity	0.6329	NPC250960
Remote Similarity	0.6329	NPC71539
Remote Similarity	0.6327	NPC475747
Remote Similarity	0.6316	NPC266994
Remote Similarity	0.6316	NPC473378
Remote Similarity	0.6316	NPC277857
Remote Similarity	0.6316	NPC473407
Remote Similarity	0.6316	NPC115144
Remote Similarity	0.6313	NPC124433
Remote Similarity	0.6313	NPC293871
Remote Similarity	0.6312	NPC172403
Remote Similarity	0.6312	NPC469666
Remote Similarity	0.6299	NPC159916
Remote Similarity	0.6298	NPC252960
Remote Similarity	0.6298	NPC477255
Remote Similarity	0.6298	NPC89831
Remote Similarity	0.6296	NPC147847
Remote Similarity	0.6296	NPC124626
Remote Similarity	0.6294	NPC471646
Remote Similarity	0.6294	NPC471647
Remote Similarity	0.6294	NPC110337
Remote Similarity	0.6292	NPC135006
Remote Similarity	0.6291	NPC26524
Remote Similarity	0.629	NPC167763
Remote Similarity	0.629	NPC220961
Remote Similarity	0.629	NPC314659
Remote Similarity	0.629	NPC470112
Remote Similarity	0.629	NPC470903
Remote Similarity	0.6289	NPC100863

Drug Structure

NPD4124 OpenBabel08211704332D 27 30 0 0 1 0 0 0 0 0999 V2000 6.9282 -3.0000 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 -3.3147 1.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 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 -2.6456 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 1.9945 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 0.8660 -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 -1.7321 -0.0000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 3 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 -2.0000 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 2.5981 -0.5000 0.0000 N 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 O 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 4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 20 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 18 1 0 0 0 0 11 20 1 0 0 0 0 12 19 1 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 19 22 1 0 0 0 0 19 24 2 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016714
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.19
ALogP	-2.2423
MLogP	3
XLogP	2.581
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	67.87
RO5 Violation	0