NPASS drugs

Drug Information

Drug ID:	NPD4210
Drug Name:	GW-3600
Molecular Formula:	C20H29NO5
Canonical SMILES:	COC(=O)N1C[C@H]([C@](C1)(C)OC)c1ccc(c(c1)OC1CCCC1)OC
Standard InCHI:	InChI=1S/C20H29NO5/c1-20(25-4)13-21(19(22)24-3)12-16(20)14-9-10-17(23-2)18(11-14)26-15-7-5-6-8-15/h9-11,15-16H,5-8,12-13H2,1-4H3/t16-,20+/m0/s1
Standard InCHIKey:	BZKACCGBMIFEMK-OXJNMPFZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4210

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	153
0.1-0.2	1005
0.2-0.3	2843
0.3-0.4	9289
0.4-0.5	4046
0.5-0.6	8976
0.6-0.7	4055
0.7-0.8	522
0.8-0.85	1
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	0.8137	NPC218614
Intermediate Similarity	0.7988	NPC252960
Intermediate Similarity	0.7879	NPC57812
Intermediate Similarity	0.7879	NPC474324
Intermediate Similarity	0.7867	NPC11147
Intermediate Similarity	0.7831	NPC475845
Intermediate Similarity	0.7811	NPC474470
Intermediate Similarity	0.7791	NPC4304
Intermediate Similarity	0.7784	NPC474708
Intermediate Similarity	0.7763	NPC95366
Intermediate Similarity	0.7763	NPC248505
Intermediate Similarity	0.7758	NPC247972
Intermediate Similarity	0.773	NPC329640
Intermediate Similarity	0.7725	NPC82533
Intermediate Similarity	0.7725	NPC290759
Intermediate Similarity	0.7725	NPC266176
Intermediate Similarity	0.7725	NPC158148
Intermediate Similarity	0.7716	NPC323443
Intermediate Similarity	0.7716	NPC180756
Intermediate Similarity	0.7697	NPC167944
Intermediate Similarity	0.7697	NPC231884
Intermediate Similarity	0.7697	NPC42793
Intermediate Similarity	0.7697	NPC137172
Intermediate Similarity	0.7697	NPC145446
Intermediate Similarity	0.7669	NPC129603
Intermediate Similarity	0.7669	NPC78359
Intermediate Similarity	0.7669	NPC148014
Intermediate Similarity	0.7669	NPC40389
Intermediate Similarity	0.7669	NPC65490
Intermediate Similarity	0.7669	NPC315707
Intermediate Similarity	0.7667	NPC118419
Intermediate Similarity	0.7667	NPC318862
Intermediate Similarity	0.7651	NPC231198
Intermediate Similarity	0.7651	NPC180306
Intermediate Similarity	0.7647	NPC194359
Intermediate Similarity	0.7647	NPC304675
Intermediate Similarity	0.7647	NPC28641
Intermediate Similarity	0.764	NPC471073
Intermediate Similarity	0.764	NPC270811
Intermediate Similarity	0.7636	NPC469479
Intermediate Similarity	0.7633	NPC470739
Intermediate Similarity	0.7633	NPC225597
Intermediate Similarity	0.7633	NPC477640
Intermediate Similarity	0.7632	NPC96406
Intermediate Similarity	0.7622	NPC59028
Intermediate Similarity	0.7622	NPC92191
Intermediate Similarity	0.7619	NPC475686
Intermediate Similarity	0.7619	NPC58766
Intermediate Similarity	0.7616	NPC99179
Intermediate Similarity	0.7616	NPC220961
Intermediate Similarity	0.7613	NPC204546
Intermediate Similarity	0.7605	NPC474858
Intermediate Similarity	0.7602	NPC237044
Intermediate Similarity	0.7595	NPC473934
Intermediate Similarity	0.7586	NPC57268
Intermediate Similarity	0.7586	NPC65933
Intermediate Similarity	0.7586	NPC312713
Intermediate Similarity	0.7586	NPC216929
Intermediate Similarity	0.7586	NPC172676
Intermediate Similarity	0.7586	NPC126935
Intermediate Similarity	0.7574	NPC474475
Intermediate Similarity	0.7566	NPC193673
Intermediate Similarity	0.7566	NPC159150
Intermediate Similarity	0.7566	NPC94280
Intermediate Similarity	0.7566	NPC45783
Intermediate Similarity	0.7566	NPC103947
Intermediate Similarity	0.7566	NPC328419
Intermediate Similarity	0.7562	NPC211296
Intermediate Similarity	0.756	NPC100566
Intermediate Similarity	0.7558	NPC474325
Intermediate Similarity	0.7557	NPC237579
Intermediate Similarity	0.7557	NPC141440
Intermediate Similarity	0.7551	NPC34902
Intermediate Similarity	0.7551	NPC18449
Intermediate Similarity	0.7551	NPC121783
Intermediate Similarity	0.7546	NPC78733
Intermediate Similarity	0.7545	NPC469505
Intermediate Similarity	0.7534	NPC298486
Intermediate Similarity	0.7532	NPC252107
Intermediate Similarity	0.7532	NPC130926
Intermediate Similarity	0.7532	NPC470707
Intermediate Similarity	0.7531	NPC148898
Intermediate Similarity	0.7517	NPC267064
Intermediate Similarity	0.7517	NPC98745
Intermediate Similarity	0.7517	NPC172403
Intermediate Similarity	0.7514	NPC474745
Intermediate Similarity	0.75	NPC35680
Intermediate Similarity	0.75	NPC476002
Intermediate Similarity	0.75	NPC214239
Intermediate Similarity	0.75	NPC160931
Intermediate Similarity	0.75	NPC37205
Intermediate Similarity	0.75	NPC329717
Intermediate Similarity	0.7485	NPC320104
Intermediate Similarity	0.7483	NPC279379
Intermediate Similarity	0.7471	NPC75958
Intermediate Similarity	0.747	NPC205167
Intermediate Similarity	0.747	NPC249274
Intermediate Similarity	0.747	NPC18402
Intermediate Similarity	0.7468	NPC469808
Intermediate Similarity	0.7468	NPC99078
Intermediate Similarity	0.7467	NPC158471
Intermediate Similarity	0.7467	NPC226862
Intermediate Similarity	0.7467	NPC165128
Intermediate Similarity	0.7467	NPC57119
Intermediate Similarity	0.7456	NPC284842
Intermediate Similarity	0.7456	NPC190332
Intermediate Similarity	0.7456	NPC150879
Intermediate Similarity	0.7456	NPC181653
Intermediate Similarity	0.7453	NPC182119
Intermediate Similarity	0.7438	NPC277857
Intermediate Similarity	0.7438	NPC115144
Intermediate Similarity	0.7434	NPC217574
Intermediate Similarity	0.743	NPC94499
Intermediate Similarity	0.7427	NPC65403
Intermediate Similarity	0.7427	NPC57272
Intermediate Similarity	0.7421	NPC110337
Intermediate Similarity	0.7419	NPC193528
Intermediate Similarity	0.7419	NPC225745
Intermediate Similarity	0.7419	NPC220923
Intermediate Similarity	0.7417	NPC262641
Intermediate Similarity	0.7417	NPC160193
Intermediate Similarity	0.7414	NPC244554
Intermediate Similarity	0.7403	NPC170779
Intermediate Similarity	0.7403	NPC251454
Intermediate Similarity	0.7403	NPC136330
Intermediate Similarity	0.7403	NPC90083
Intermediate Similarity	0.7403	NPC205178
Intermediate Similarity	0.7403	NPC277042
Intermediate Similarity	0.7403	NPC230698
Intermediate Similarity	0.7403	NPC196609
Intermediate Similarity	0.7403	NPC475828
Intermediate Similarity	0.7403	NPC255817
Intermediate Similarity	0.7403	NPC73883
Intermediate Similarity	0.7403	NPC180647
Intermediate Similarity	0.7396	NPC124657
Intermediate Similarity	0.7391	NPC475959
Intermediate Similarity	0.7389	NPC474915
Intermediate Similarity	0.7389	NPC188163
Intermediate Similarity	0.7389	NPC328750
Intermediate Similarity	0.7389	NPC213206
Intermediate Similarity	0.7389	NPC323204
Intermediate Similarity	0.7386	NPC474746
Intermediate Similarity	0.7386	NPC475981
Intermediate Similarity	0.7384	NPC2314
Intermediate Similarity	0.7381	NPC293871
Intermediate Similarity	0.7381	NPC124433
Intermediate Similarity	0.7372	NPC299583
Intermediate Similarity	0.7368	NPC271208
Intermediate Similarity	0.7368	NPC233961
Intermediate Similarity	0.7368	NPC339621
Intermediate Similarity	0.7368	NPC280399
Intermediate Similarity	0.7368	NPC233224
Intermediate Similarity	0.7365	NPC165797
Intermediate Similarity	0.7355	NPC7018
Intermediate Similarity	0.7353	NPC298186
Intermediate Similarity	0.7353	NPC301189
Intermediate Similarity	0.7351	NPC82862
Intermediate Similarity	0.7351	NPC222127
Intermediate Similarity	0.7351	NPC283079
Intermediate Similarity	0.7341	NPC49353
Intermediate Similarity	0.7338	NPC167096
Intermediate Similarity	0.7333	NPC285725
Intermediate Similarity	0.7333	NPC112571
Intermediate Similarity	0.7333	NPC206882
Intermediate Similarity	0.7333	NPC244112
Intermediate Similarity	0.7333	NPC169742
Intermediate Similarity	0.7333	NPC50683
Intermediate Similarity	0.7329	NPC321133
Intermediate Similarity	0.7325	NPC314682
Intermediate Similarity	0.732	NPC82111
Intermediate Similarity	0.732	NPC227160
Intermediate Similarity	0.7312	NPC145304
Intermediate Similarity	0.7312	NPC313414
Intermediate Similarity	0.7308	NPC214036
Intermediate Similarity	0.7308	NPC113236
Intermediate Similarity	0.7308	NPC471988
Intermediate Similarity	0.7303	NPC230098
Intermediate Similarity	0.7301	NPC274026
Intermediate Similarity	0.729	NPC67247
Intermediate Similarity	0.7289	NPC147091
Intermediate Similarity	0.7289	NPC146288
Intermediate Similarity	0.7285	NPC473092
Intermediate Similarity	0.7285	NPC473093
Intermediate Similarity	0.7285	NPC8050
Intermediate Similarity	0.7284	NPC37144
Intermediate Similarity	0.7284	NPC7467
Intermediate Similarity	0.7284	NPC59907
Intermediate Similarity	0.7283	NPC329992
Intermediate Similarity	0.7278	NPC319549
Intermediate Similarity	0.7278	NPC233650
Intermediate Similarity	0.7273	NPC207400
Intermediate Similarity	0.7273	NPC230219
Intermediate Similarity	0.7273	NPC7744
Intermediate Similarity	0.7273	NPC181049
Intermediate Similarity	0.7273	NPC475557
Intermediate Similarity	0.7267	NPC311991
Intermediate Similarity	0.7262	NPC97072
Intermediate Similarity	0.7262	NPC26353
Intermediate Similarity	0.7262	NPC215829
Intermediate Similarity	0.7261	NPC166184

Drug Structure

NPD4210 OpenBabel08211704332D 26 28 0 0 1 0 0 0 0 0999 V2000 1.7040 1.4422 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 6.7576 1.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7802 2.8505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 2.0878 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 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 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 1 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 5.1753 0.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5820 -0.1817 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 5.7631 1.5409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8500 2.4836 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 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 17 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 16 1 0 0 0 0 12 21 1 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 15 26 1 0 0 0 0 16 20 1 1 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 20 1 1 1 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010693
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.20
ALogP	-1.5701
MLogP	3
XLogP	2.955
HDA	4
HBD	0
Rotatable Bonds	11
TPSA	57.23
RO5 Violation	0