NPASS drugs

Drug Information

Drug ID:	NPD3866
Drug Name:
Molecular Formula:	C20H20N2O4
Canonical SMILES:	CCC1=C/C(=c2/[nH][nH]c(c2c2ccc3c(c2)OCCO3)C)/C(=O)C=C1O
Standard InCHI:	InChI=1S/C20H20N2O4/c1-3-12-8-14(16(24)10-15(12)23)20-19(11(2)21-22-20)13-4-5-17-18(9-13)26-7-6-25-17/h4-5,8-10,21-23H,3,6-7H2,1-2H3/b20-14-
Standard InCHIKey:	BBTMGPQSLSYPHE-ZHZULCJRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3866

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	147
0.1-0.2	1011
0.2-0.3	3163
0.3-0.4	9457
0.4-0.5	3290
0.5-0.6	6989
0.6-0.7	6656
0.7-0.8	177
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	0.7432	NPC140359
Intermediate Similarity	0.7432	NPC13020
Intermediate Similarity	0.7365	NPC286573
Intermediate Similarity	0.7333	NPC87113
Intermediate Similarity	0.7329	NPC37858
Intermediate Similarity	0.731	NPC280001
Intermediate Similarity	0.731	NPC120075
Intermediate Similarity	0.7303	NPC226661
Intermediate Similarity	0.7285	NPC213552
Intermediate Similarity	0.7285	NPC303680
Intermediate Similarity	0.7285	NPC84076
Intermediate Similarity	0.7285	NPC120225
Intermediate Similarity	0.7285	NPC90128
Intermediate Similarity	0.7284	NPC277857
Intermediate Similarity	0.7284	NPC115144
Intermediate Similarity	0.7267	NPC20443
Intermediate Similarity	0.7267	NPC60517
Intermediate Similarity	0.7267	NPC146886
Intermediate Similarity	0.7256	NPC274026
Intermediate Similarity	0.7241	NPC268317
Intermediate Similarity	0.7237	NPC123722
Intermediate Similarity	0.7237	NPC151167
Intermediate Similarity	0.7237	NPC123228
Intermediate Similarity	0.7237	NPC5018
Intermediate Similarity	0.7237	NPC276466
Intermediate Similarity	0.7233	NPC66518
Intermediate Similarity	0.723	NPC158949
Intermediate Similarity	0.723	NPC269843
Intermediate Similarity	0.723	NPC189844
Intermediate Similarity	0.723	NPC14007
Intermediate Similarity	0.723	NPC224814
Intermediate Similarity	0.723	NPC60962
Intermediate Similarity	0.723	NPC109083
Intermediate Similarity	0.7219	NPC289459
Intermediate Similarity	0.7219	NPC158900
Intermediate Similarity	0.7215	NPC231572
Intermediate Similarity	0.7215	NPC126206
Intermediate Similarity	0.7208	NPC172673
Intermediate Similarity	0.7208	NPC329595
Intermediate Similarity	0.7208	NPC326599
Intermediate Similarity	0.7203	NPC165646
Intermediate Similarity	0.72	NPC4181
Intermediate Similarity	0.72	NPC229084
Intermediate Similarity	0.72	NPC257976
Intermediate Similarity	0.72	NPC160900
Intermediate Similarity	0.72	NPC18984
Intermediate Similarity	0.72	NPC242372
Intermediate Similarity	0.72	NPC106659
Intermediate Similarity	0.72	NPC164778
Intermediate Similarity	0.7197	NPC214729
Intermediate Similarity	0.7171	NPC276014
Intermediate Similarity	0.7171	NPC301713
Intermediate Similarity	0.7171	NPC179777
Intermediate Similarity	0.7169	NPC82285
Intermediate Similarity	0.7169	NPC133011
Intermediate Similarity	0.7161	NPC214869
Intermediate Similarity	0.7152	NPC48990
Intermediate Similarity	0.7152	NPC94276
Intermediate Similarity	0.7152	NPC471665
Intermediate Similarity	0.7152	NPC273686
Intermediate Similarity	0.7152	NPC471664
Intermediate Similarity	0.7152	NPC293701
Intermediate Similarity	0.7152	NPC193528
Intermediate Similarity	0.7152	NPC312404
Intermediate Similarity	0.7152	NPC114901
Intermediate Similarity	0.7152	NPC246704
Intermediate Similarity	0.7152	NPC109822
Intermediate Similarity	0.7143	NPC5851
Intermediate Similarity	0.7143	NPC57512
Intermediate Similarity	0.7143	NPC83062
Intermediate Similarity	0.7143	NPC124916
Intermediate Similarity	0.7143	NPC304622
Intermediate Similarity	0.7143	NPC241354
Intermediate Similarity	0.7143	NPC86030
Intermediate Similarity	0.7134	NPC476387
Intermediate Similarity	0.7134	NPC249791
Intermediate Similarity	0.7134	NPC237594
Intermediate Similarity	0.7134	NPC119060
Intermediate Similarity	0.7133	NPC298486
Intermediate Similarity	0.7133	NPC71090
Intermediate Similarity	0.7133	NPC55300
Intermediate Similarity	0.7133	NPC114298
Intermediate Similarity	0.7124	NPC153990
Intermediate Similarity	0.7115	NPC169766
Intermediate Similarity	0.7115	NPC239302
Intermediate Similarity	0.7114	NPC204466
Intermediate Similarity	0.7105	NPC257589
Intermediate Similarity	0.7105	NPC53305
Intermediate Similarity	0.7105	NPC194519
Intermediate Similarity	0.7105	NPC280767
Intermediate Similarity	0.7105	NPC3221
Intermediate Similarity	0.7097	NPC280399
Intermediate Similarity	0.7097	NPC477694
Intermediate Similarity	0.7097	NPC114102
Intermediate Similarity	0.7097	NPC233961
Intermediate Similarity	0.7097	NPC477705
Intermediate Similarity	0.7097	NPC339621
Intermediate Similarity	0.7091	NPC207824
Intermediate Similarity	0.7091	NPC182119
Intermediate Similarity	0.7091	NPC60538
Intermediate Similarity	0.7089	NPC204592
Intermediate Similarity	0.7086	NPC317769
Intermediate Similarity	0.7086	NPC31344
Intermediate Similarity	0.7086	NPC163083
Intermediate Similarity	0.7086	NPC244876
Intermediate Similarity	0.7081	NPC224876
Intermediate Similarity	0.7081	NPC83375
Intermediate Similarity	0.7078	NPC110313
Intermediate Similarity	0.7078	NPC72529
Intermediate Similarity	0.7076	NPC247251
Intermediate Similarity	0.7075	NPC185738
Intermediate Similarity	0.7075	NPC86947
Intermediate Similarity	0.707	NPC327410
Intermediate Similarity	0.7067	NPC201777
Intermediate Similarity	0.7067	NPC127389
Intermediate Similarity	0.7067	NPC70752
Intermediate Similarity	0.7067	NPC211992
Intermediate Similarity	0.7067	NPC290451
Intermediate Similarity	0.7066	NPC476580
Intermediate Similarity	0.7063	NPC137685
Intermediate Similarity	0.7059	NPC92207
Intermediate Similarity	0.7059	NPC58607
Intermediate Similarity	0.7059	NPC17837
Intermediate Similarity	0.7059	NPC178284
Intermediate Similarity	0.7059	NPC191037
Intermediate Similarity	0.7059	NPC59028
Intermediate Similarity	0.7059	NPC304630
Intermediate Similarity	0.7059	NPC92191
Intermediate Similarity	0.7059	NPC127937
Intermediate Similarity	0.7055	NPC130926
Intermediate Similarity	0.7051	NPC93882
Intermediate Similarity	0.7051	NPC477706
Intermediate Similarity	0.7051	NPC130595
Intermediate Similarity	0.7048	NPC13397
Intermediate Similarity	0.7048	NPC478189
Intermediate Similarity	0.7047	NPC2058
Intermediate Similarity	0.7047	NPC202474
Intermediate Similarity	0.7045	NPC4669
Intermediate Similarity	0.7044	NPC90431
Intermediate Similarity	0.7037	NPC278469
Intermediate Similarity	0.7037	NPC104956
Intermediate Similarity	0.7037	NPC193722
Intermediate Similarity	0.7032	NPC195749
Intermediate Similarity	0.7032	NPC52029
Intermediate Similarity	0.7032	NPC35961
Intermediate Similarity	0.703	NPC470935
Intermediate Similarity	0.703	NPC471032
Intermediate Similarity	0.7027	NPC159916
Intermediate Similarity	0.7027	NPC470626
Intermediate Similarity	0.7027	NPC474214
Intermediate Similarity	0.7027	NPC474040
Intermediate Similarity	0.7027	NPC277460
Intermediate Similarity	0.7025	NPC11147
Intermediate Similarity	0.7025	NPC471110
Intermediate Similarity	0.702	NPC256167
Intermediate Similarity	0.7018	NPC226428
Intermediate Similarity	0.7013	NPC12022
Intermediate Similarity	0.7013	NPC319625
Intermediate Similarity	0.7013	NPC163332
Intermediate Similarity	0.7013	NPC118787
Intermediate Similarity	0.7013	NPC41706
Intermediate Similarity	0.7013	NPC293641
Intermediate Similarity	0.7013	NPC64948
Intermediate Similarity	0.7013	NPC20404
Intermediate Similarity	0.7013	NPC20287
Intermediate Similarity	0.7013	NPC292056
Intermediate Similarity	0.7013	NPC183181
Intermediate Similarity	0.7013	NPC111247
Intermediate Similarity	0.7013	NPC147821
Intermediate Similarity	0.7006	NPC277669
Intermediate Similarity	0.7006	NPC2190
Intermediate Similarity	0.7006	NPC476579
Intermediate Similarity	0.7006	NPC6854
Intermediate Similarity	0.7006	NPC285078
Intermediate Similarity	0.7006	NPC76213
Intermediate Similarity	0.7006	NPC313737
Intermediate Similarity	0.7	NPC207613
Remote Similarity	0.6994	NPC255607
Remote Similarity	0.6994	NPC3375
Remote Similarity	0.6987	NPC123196
Remote Similarity	0.6987	NPC65935
Remote Similarity	0.6987	NPC275724
Remote Similarity	0.6987	NPC137427
Remote Similarity	0.6987	NPC319282
Remote Similarity	0.6987	NPC244246
Remote Similarity	0.6987	NPC311419
Remote Similarity	0.6987	NPC215941
Remote Similarity	0.6986	NPC294941
Remote Similarity	0.6981	NPC477301
Remote Similarity	0.698	NPC474320
Remote Similarity	0.698	NPC299406
Remote Similarity	0.698	NPC24474
Remote Similarity	0.698	NPC311595
Remote Similarity	0.6974	NPC279379
Remote Similarity	0.6972	NPC258171
Remote Similarity	0.6968	NPC474178
Remote Similarity	0.6968	NPC245826
Remote Similarity	0.6968	NPC252307
Remote Similarity	0.6968	NPC155838
Remote Similarity	0.6968	NPC278308

Drug Structure

NPD3866 OpenBabel08211704332D 29 32 0 0 0 0 0 0 0 0999 V2000 2.6907 -3.7287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2213 1.3272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7396 -4.0377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2044 -2.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6977 -3.0085 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 0.9965 -3.3686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 -1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0454 -3.6776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4898 -2.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 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 -0.1625 -4.6557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2330 -1.3612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -3.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1136 -4.9648 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 17 1 0 0 0 0 6 7 1 0 0 0 0 6 25 1 0 0 0 0 7 26 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 18 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 19 2 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 20 2 0 0 0 0 15 23 1 0 0 0 0 16 24 2 0 0 0 0 17 18 2 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 20 22 1 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000130
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5327091
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.14
ALogP	-0.9222
MLogP	3
XLogP	2.583
HDA	4
HBD	3
Rotatable Bonds	5
TPSA	79.82
RO5 Violation	0