NPASS drugs

Drug Information

Drug ID:	NPD2653
Drug Name:
Molecular Formula:	C17H25NO4
Canonical SMILES:	CNCCc1ccc(c(c1)OC(=O)C(C)C)OC(=O)C(C)C
Standard InCHI:	InChI=1S/C17H25NO4/c1-11(2)16(19)21-14-7-6-13(8-9-18-5)10-15(14)22-17(20)12(3)4/h6-7,10-12,18H,8-9H2,1-5H3
Standard InCHIKey:	WDKXLLJDNUBYCY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2653

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	129
0.1-0.2	898
0.2-0.3	3507
0.3-0.4	9586
0.4-0.5	3188
0.5-0.6	8628
0.6-0.7	4464
0.7-0.8	480
0.8-0.85	9
0.85-0.9	1
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
High Similarity	0.8906	NPC298486
Intermediate Similarity	0.8438	NPC120075
Intermediate Similarity	0.8309	NPC262641
Intermediate Similarity	0.8239	NPC323204
Intermediate Similarity	0.8231	NPC159916
Intermediate Similarity	0.8125	NPC303522
Intermediate Similarity	0.8	NPC470887
Intermediate Similarity	0.8	NPC140359
Intermediate Similarity	0.8	NPC160692
Intermediate Similarity	0.8	NPC13020
Intermediate Similarity	0.7986	NPC66518
Intermediate Similarity	0.7985	NPC211992
Intermediate Similarity	0.7969	NPC245552
Intermediate Similarity	0.7941	NPC105513
Intermediate Similarity	0.791	NPC267064
Intermediate Similarity	0.7902	NPC253429
Intermediate Similarity	0.7899	NPC172403
Intermediate Similarity	0.7832	NPC167944
Intermediate Similarity	0.7832	NPC231884
Intermediate Similarity	0.7832	NPC42793
Intermediate Similarity	0.777	NPC291847
Intermediate Similarity	0.7762	NPC11147
Intermediate Similarity	0.774	NPC204546
Intermediate Similarity	0.7737	NPC279379
Intermediate Similarity	0.771	NPC26524
Intermediate Similarity	0.7698	NPC301713
Intermediate Similarity	0.7692	NPC158900
Intermediate Similarity	0.7687	NPC124916
Intermediate Similarity	0.7687	NPC85276
Intermediate Similarity	0.766	NPC160193
Intermediate Similarity	0.7643	NPC153990
Intermediate Similarity	0.763	NPC37858
Intermediate Similarity	0.7609	NPC328267
Intermediate Similarity	0.7609	NPC21238
Intermediate Similarity	0.7606	NPC326599
Intermediate Similarity	0.7606	NPC329595
Intermediate Similarity	0.76	NPC473934
Intermediate Similarity	0.7571	NPC127604
Intermediate Similarity	0.7566	NPC207824
Intermediate Similarity	0.7566	NPC60538
Intermediate Similarity	0.7557	NPC21890
Intermediate Similarity	0.7556	NPC277460
Intermediate Similarity	0.7556	NPC205502
Intermediate Similarity	0.7552	NPC118419
Intermediate Similarity	0.7552	NPC214869
Intermediate Similarity	0.7532	NPC114124
Intermediate Similarity	0.7519	NPC258171
Intermediate Similarity	0.7518	NPC223807
Intermediate Similarity	0.75	NPC474915
Intermediate Similarity	0.75	NPC320242
Intermediate Similarity	0.75	NPC213206
Intermediate Similarity	0.75	NPC42383
Intermediate Similarity	0.75	NPC328750
Intermediate Similarity	0.75	NPC280767
Intermediate Similarity	0.75	NPC188163
Intermediate Similarity	0.7484	NPC475393
Intermediate Similarity	0.7483	NPC114102
Intermediate Similarity	0.7483	NPC476570
Intermediate Similarity	0.7468	NPC76213
Intermediate Similarity	0.7468	NPC277669
Intermediate Similarity	0.7467	NPC294249
Intermediate Similarity	0.7465	NPC474651
Intermediate Similarity	0.7465	NPC474623
Intermediate Similarity	0.7465	NPC210674
Intermediate Similarity	0.7465	NPC283079
Intermediate Similarity	0.7464	NPC114845
Intermediate Similarity	0.7462	NPC97811
Intermediate Similarity	0.7451	NPC182119
Intermediate Similarity	0.7448	NPC218530
Intermediate Similarity	0.7448	NPC282477
Intermediate Similarity	0.7448	NPC284855
Intermediate Similarity	0.7444	NPC165106
Intermediate Similarity	0.7436	NPC80129
Intermediate Similarity	0.7436	NPC187022
Intermediate Similarity	0.7432	NPC314682
Intermediate Similarity	0.7431	NPC470392
Intermediate Similarity	0.7431	NPC130595
Intermediate Similarity	0.7431	NPC93882
Intermediate Similarity	0.7431	NPC318862
Intermediate Similarity	0.7429	NPC146886
Intermediate Similarity	0.7429	NPC60517
Intermediate Similarity	0.7429	NPC20443
Intermediate Similarity	0.7423	NPC227683
Intermediate Similarity	0.7422	NPC292792
Intermediate Similarity	0.7415	NPC252107
Intermediate Similarity	0.7415	NPC28641
Intermediate Similarity	0.7415	NPC470707
Intermediate Similarity	0.7415	NPC194359
Intermediate Similarity	0.7415	NPC225745
Intermediate Similarity	0.7413	NPC241354
Intermediate Similarity	0.7413	NPC195749
Intermediate Similarity	0.7413	NPC35961
Intermediate Similarity	0.7413	NPC52029
Intermediate Similarity	0.7403	NPC13397
Intermediate Similarity	0.7402	NPC307425
Intermediate Similarity	0.7397	NPC180647
Intermediate Similarity	0.7394	NPC194841
Intermediate Similarity	0.7394	NPC474670
Intermediate Similarity	0.7394	NPC99798
Intermediate Similarity	0.7394	NPC191302
Intermediate Similarity	0.7394	NPC157740
Intermediate Similarity	0.7394	NPC474821
Intermediate Similarity	0.7391	NPC471877
Intermediate Similarity	0.7389	NPC190931
Intermediate Similarity	0.7388	NPC294941
Intermediate Similarity	0.7379	NPC285078
Intermediate Similarity	0.7379	NPC313737
Intermediate Similarity	0.7379	NPC6854
Intermediate Similarity	0.7375	NPC124433
Intermediate Similarity	0.7375	NPC293871
Intermediate Similarity	0.7372	NPC292003
Intermediate Similarity	0.7372	NPC477564
Intermediate Similarity	0.7372	NPC69670
Intermediate Similarity	0.7372	NPC2295
Intermediate Similarity	0.7368	NPC280760
Intermediate Similarity	0.7368	NPC165646
Intermediate Similarity	0.7365	NPC231572
Intermediate Similarity	0.7364	NPC473393
Intermediate Similarity	0.7364	NPC473855
Intermediate Similarity	0.7361	NPC79184
Intermediate Similarity	0.7361	NPC307042
Intermediate Similarity	0.7361	NPC308885
Intermediate Similarity	0.7361	NPC476399
Intermediate Similarity	0.7361	NPC19242
Intermediate Similarity	0.7361	NPC255550
Intermediate Similarity	0.7357	NPC217277
Intermediate Similarity	0.7347	NPC137172
Intermediate Similarity	0.7347	NPC99078
Intermediate Similarity	0.7347	NPC7018
Intermediate Similarity	0.7347	NPC145446
Intermediate Similarity	0.7343	NPC246974
Intermediate Similarity	0.7343	NPC147247
Intermediate Similarity	0.7343	NPC155838
Intermediate Similarity	0.7343	NPC474636
Intermediate Similarity	0.7338	NPC70752
Intermediate Similarity	0.7338	NPC194416
Intermediate Similarity	0.7338	NPC177291
Intermediate Similarity	0.7333	NPC473264
Intermediate Similarity	0.7333	NPC47194
Intermediate Similarity	0.7333	NPC475815
Intermediate Similarity	0.7329	NPC473463
Intermediate Similarity	0.7329	NPC470441
Intermediate Similarity	0.7324	NPC213552
Intermediate Similarity	0.7324	NPC120225
Intermediate Similarity	0.7324	NPC251466
Intermediate Similarity	0.7324	NPC156944
Intermediate Similarity	0.7324	NPC474632
Intermediate Similarity	0.7323	NPC107101
Intermediate Similarity	0.7319	NPC321133
Intermediate Similarity	0.731	NPC88667
Intermediate Similarity	0.7308	NPC203424
Intermediate Similarity	0.7308	NPC206372
Intermediate Similarity	0.7303	NPC145304
Intermediate Similarity	0.7297	NPC95366
Intermediate Similarity	0.7297	NPC193528
Intermediate Similarity	0.7297	NPC220923
Intermediate Similarity	0.7297	NPC248505
Intermediate Similarity	0.7293	NPC55300
Intermediate Similarity	0.7292	NPC476748
Intermediate Similarity	0.7287	NPC283546
Intermediate Similarity	0.7286	NPC288238
Intermediate Similarity	0.7285	NPC136860
Intermediate Similarity	0.7285	NPC128019
Intermediate Similarity	0.7285	NPC476567
Intermediate Similarity	0.7279	NPC205178
Intermediate Similarity	0.7279	NPC81067
Intermediate Similarity	0.7279	NPC255817
Intermediate Similarity	0.7279	NPC474600
Intermediate Similarity	0.7279	NPC251454
Intermediate Similarity	0.7279	NPC268317
Intermediate Similarity	0.7279	NPC9341
Intermediate Similarity	0.7279	NPC96406
Intermediate Similarity	0.7279	NPC475828
Intermediate Similarity	0.7279	NPC136330
Intermediate Similarity	0.7279	NPC196609
Intermediate Similarity	0.7279	NPC277042
Intermediate Similarity	0.7279	NPC73883
Intermediate Similarity	0.7279	NPC230698
Intermediate Similarity	0.7278	NPC160931
Intermediate Similarity	0.7278	NPC126519
Intermediate Similarity	0.7278	NPC203784
Intermediate Similarity	0.7278	NPC37205
Intermediate Similarity	0.7278	NPC170503
Intermediate Similarity	0.7273	NPC259554
Intermediate Similarity	0.7273	NPC7467
Intermediate Similarity	0.7273	NPC16031
Intermediate Similarity	0.7273	NPC475959
Intermediate Similarity	0.7273	NPC161593
Intermediate Similarity	0.7273	NPC251571
Intermediate Similarity	0.7273	NPC41331
Intermediate Similarity	0.7273	NPC291449
Intermediate Similarity	0.7273	NPC145888
Intermediate Similarity	0.7266	NPC472596
Intermediate Similarity	0.7266	NPC12714
Intermediate Similarity	0.7266	NPC204466
Intermediate Similarity	0.7266	NPC322569
Intermediate Similarity	0.7266	NPC310905
Intermediate Similarity	0.7261	NPC475557
Intermediate Similarity	0.726	NPC319969
Intermediate Similarity	0.7254	NPC141739

Drug Structure

NPD2653 OpenBabel08211702172D 23 23 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 0.0000 4.0000 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 -0.0000 -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 -1.7321 1.0000 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 -2.5981 -0.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 12 1 0 0 0 0 5 18 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 13 1 0 0 0 0 9 18 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001566
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	156320
ChEBI
CAS Number

Drug Properties

Molecular Weight	307.18
ALogP	1.2355
MLogP	2.78
XLogP	3.103
HDA	3
HBD	1
Rotatable Bonds	14
TPSA	64.63
RO5 Violation	0