NPASS drugs

Drug Information

Drug ID:	NPD5257
Drug Name:
Molecular Formula:	C22H30N2O2
Canonical SMILES:	CCc1nc(CC(C)(C)C)c(c(c1CC(=O)O)c1ccc(cc1)C)CN
Standard InCHI:	InChI=1S/C22H30N2O2/c1-6-18-16(11-20(25)26)21(15-9-7-14(2)8-10-15)17(13-23)19(24-18)12-22(3,4)5/h7-10H,6,11-13,23H2,1-5H3,(H,25,26)
Standard InCHIKey:	HQVOROHHYWZJLD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5257

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	149
0.1-0.2	845
0.2-0.3	4353
0.3-0.4	14167
0.4-0.5	7741
0.5-0.6	2174
0.6-0.7	1320
0.7-0.8	141
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	0.7765	NPC213468
Intermediate Similarity	0.7738	NPC477976
Intermediate Similarity	0.767	NPC314333
Intermediate Similarity	0.767	NPC329858
Intermediate Similarity	0.7661	NPC219336
Intermediate Similarity	0.764	NPC45850
Intermediate Similarity	0.7602	NPC183662
Intermediate Similarity	0.7602	NPC111275
Intermediate Similarity	0.7602	NPC217372
Intermediate Similarity	0.7602	NPC15573
Intermediate Similarity	0.7588	NPC139763
Intermediate Similarity	0.7544	NPC84347
Intermediate Similarity	0.7527	NPC241024
Intermediate Similarity	0.7514	NPC183805
Intermediate Similarity	0.75	NPC474116
Intermediate Similarity	0.7486	NPC55493
Intermediate Similarity	0.747	NPC322644
Intermediate Similarity	0.7456	NPC78020
Intermediate Similarity	0.7442	NPC267885
Intermediate Similarity	0.7439	NPC207726
Intermediate Similarity	0.7417	NPC278451
Intermediate Similarity	0.7414	NPC469896
Intermediate Similarity	0.7407	NPC234999
Intermediate Similarity	0.7405	NPC162730
Intermediate Similarity	0.7403	NPC322488
Intermediate Similarity	0.7394	NPC285469
Intermediate Similarity	0.7391	NPC214428
Intermediate Similarity	0.7384	NPC149155
Intermediate Similarity	0.7384	NPC303225
Intermediate Similarity	0.7384	NPC203468
Intermediate Similarity	0.7384	NPC110500
Intermediate Similarity	0.7356	NPC126709
Intermediate Similarity	0.7356	NPC55772
Intermediate Similarity	0.7356	NPC248462
Intermediate Similarity	0.7356	NPC248041
Intermediate Similarity	0.733	NPC159125
Intermediate Similarity	0.733	NPC243058
Intermediate Similarity	0.733	NPC475778
Intermediate Similarity	0.7326	NPC191310
Intermediate Similarity	0.7318	NPC175474
Intermediate Similarity	0.7305	NPC67056
Intermediate Similarity	0.7303	NPC62749
Intermediate Similarity	0.7303	NPC235684
Intermediate Similarity	0.7294	NPC41717
Intermediate Similarity	0.7288	NPC472119
Intermediate Similarity	0.7283	NPC52557
Intermediate Similarity	0.7268	NPC11445
Intermediate Similarity	0.7267	NPC6982
Intermediate Similarity	0.7263	NPC472323
Intermediate Similarity	0.7257	NPC283219
Intermediate Similarity	0.7222	NPC321708
Intermediate Similarity	0.7219	NPC16667
Intermediate Similarity	0.7216	NPC471997
Intermediate Similarity	0.7216	NPC15840
Intermediate Similarity	0.7213	NPC195239
Intermediate Similarity	0.7213	NPC289299
Intermediate Similarity	0.7213	NPC157828
Intermediate Similarity	0.7213	NPC57994
Intermediate Similarity	0.7207	NPC194040
Intermediate Similarity	0.7207	NPC90415
Intermediate Similarity	0.7207	NPC315555
Intermediate Similarity	0.72	NPC84827
Intermediate Similarity	0.72	NPC14113
Intermediate Similarity	0.72	NPC145885
Intermediate Similarity	0.72	NPC64436
Intermediate Similarity	0.7191	NPC203635
Intermediate Similarity	0.7184	NPC472586
Intermediate Similarity	0.7175	NPC71037
Intermediate Similarity	0.7168	NPC158129
Intermediate Similarity	0.7167	NPC278434
Intermediate Similarity	0.7143	NPC129721
Intermediate Similarity	0.7135	NPC470508
Intermediate Similarity	0.7128	NPC469928
Intermediate Similarity	0.7126	NPC34508
Intermediate Similarity	0.712	NPC181502
Intermediate Similarity	0.712	NPC85066
Intermediate Similarity	0.712	NPC276517
Intermediate Similarity	0.7118	NPC194881
Intermediate Similarity	0.7112	NPC252338
Intermediate Similarity	0.7111	NPC99428
Intermediate Similarity	0.7111	NPC478077
Intermediate Similarity	0.7105	NPC277350
Intermediate Similarity	0.7102	NPC293472
Intermediate Similarity	0.7102	NPC219848
Intermediate Similarity	0.7095	NPC207851
Intermediate Similarity	0.7095	NPC472294
Intermediate Similarity	0.7093	NPC326479
Intermediate Similarity	0.7091	NPC187951
Intermediate Similarity	0.7091	NPC37548
Intermediate Similarity	0.709	NPC476098
Intermediate Similarity	0.7083	NPC469743
Intermediate Similarity	0.7079	NPC113626
Intermediate Similarity	0.7076	NPC21174
Intermediate Similarity	0.7076	NPC271797
Intermediate Similarity	0.7076	NPC194640
Intermediate Similarity	0.7069	NPC287795
Intermediate Similarity	0.7066	NPC25008
Intermediate Similarity	0.7066	NPC469760
Intermediate Similarity	0.7066	NPC469765
Intermediate Similarity	0.7066	NPC259644
Intermediate Similarity	0.7066	NPC73952
Intermediate Similarity	0.7066	NPC469763
Intermediate Similarity	0.7066	NPC469786
Intermediate Similarity	0.7065	NPC247735
Intermediate Similarity	0.7065	NPC472210
Intermediate Similarity	0.7065	NPC472295
Intermediate Similarity	0.7065	NPC81802
Intermediate Similarity	0.7065	NPC269886
Intermediate Similarity	0.7062	NPC472443
Intermediate Similarity	0.7062	NPC256268
Intermediate Similarity	0.7052	NPC317430
Intermediate Similarity	0.7045	NPC134586
Intermediate Similarity	0.7043	NPC141454
Intermediate Similarity	0.7043	NPC227582
Intermediate Similarity	0.7041	NPC330009
Intermediate Similarity	0.7039	NPC19679
Intermediate Similarity	0.7039	NPC143533
Intermediate Similarity	0.7033	NPC63199
Intermediate Similarity	0.7033	NPC111602
Intermediate Similarity	0.7033	NPC196251
Intermediate Similarity	0.7033	NPC102338
Intermediate Similarity	0.7029	NPC259545
Intermediate Similarity	0.7027	NPC474121
Intermediate Similarity	0.7024	NPC212376
Intermediate Similarity	0.7024	NPC80597
Intermediate Similarity	0.7024	NPC75540
Intermediate Similarity	0.7024	NPC70922
Intermediate Similarity	0.7024	NPC211572
Intermediate Similarity	0.7021	NPC81654
Intermediate Similarity	0.7021	NPC313985
Intermediate Similarity	0.7021	NPC79129
Intermediate Similarity	0.7021	NPC249150
Intermediate Similarity	0.7021	NPC195461
Intermediate Similarity	0.7021	NPC49196
Intermediate Similarity	0.7018	NPC47298
Intermediate Similarity	0.7018	NPC315214
Intermediate Similarity	0.7011	NPC280548
Intermediate Similarity	0.7006	NPC211997
Intermediate Similarity	0.7005	NPC50503
Intermediate Similarity	0.7005	NPC102008
Intermediate Similarity	0.7	NPC98715
Remote Similarity	0.6994	NPC49954
Remote Similarity	0.6994	NPC474561
Remote Similarity	0.6989	NPC245916
Remote Similarity	0.6989	NPC469938
Remote Similarity	0.6977	NPC311276
Remote Similarity	0.6977	NPC159319
Remote Similarity	0.6977	NPC32028
Remote Similarity	0.6968	NPC471313
Remote Similarity	0.6968	NPC471311
Remote Similarity	0.6966	NPC232340
Remote Similarity	0.6966	NPC270009
Remote Similarity	0.6963	NPC475847
Remote Similarity	0.6963	NPC185742
Remote Similarity	0.6957	NPC138370
Remote Similarity	0.6954	NPC154293
Remote Similarity	0.6954	NPC46359
Remote Similarity	0.6954	NPC201700
Remote Similarity	0.6951	NPC242556
Remote Similarity	0.6947	NPC328596
Remote Similarity	0.6947	NPC476874
Remote Similarity	0.6947	NPC328318
Remote Similarity	0.6944	NPC472444
Remote Similarity	0.6943	NPC258062
Remote Similarity	0.6943	NPC127677
Remote Similarity	0.6941	NPC469762
Remote Similarity	0.6936	NPC71132
Remote Similarity	0.6936	NPC477975
Remote Similarity	0.6931	NPC213308
Remote Similarity	0.6927	NPC91179
Remote Similarity	0.6923	NPC38736
Remote Similarity	0.6923	NPC470507
Remote Similarity	0.6919	NPC282231
Remote Similarity	0.6919	NPC472292
Remote Similarity	0.6919	NPC67551
Remote Similarity	0.6915	NPC306376
Remote Similarity	0.6915	NPC67288
Remote Similarity	0.6915	NPC474916
Remote Similarity	0.6915	NPC131887
Remote Similarity	0.6914	NPC126481
Remote Similarity	0.6914	NPC104483
Remote Similarity	0.691	NPC157583
Remote Similarity	0.691	NPC151939
Remote Similarity	0.691	NPC234987
Remote Similarity	0.6906	NPC228835
Remote Similarity	0.6902	NPC154339
Remote Similarity	0.6899	NPC324611
Remote Similarity	0.6897	NPC160105
Remote Similarity	0.6895	NPC300183
Remote Similarity	0.6891	NPC225821
Remote Similarity	0.6891	NPC46225
Remote Similarity	0.6889	NPC192270
Remote Similarity	0.6882	NPC469785
Remote Similarity	0.6882	NPC88315
Remote Similarity	0.6882	NPC267343
Remote Similarity	0.6882	NPC141353
Remote Similarity	0.6879	NPC472587
Remote Similarity	0.6879	NPC476118
Remote Similarity	0.6878	NPC280714
Remote Similarity	0.6875	NPC314648

Drug Structure

NPD5257 OpenBabel08211706322D 29 30 0 0 0 0 0 0 0 0999 V2000 -1.7321 1.0000 0.0000 C 0 0 0 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 -0.5000 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.8660 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 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 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 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 0.0000 3.0000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 14 1 0 0 0 0 3 22 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 11 20 1 0 0 0 0 12 19 1 0 0 0 0 12 22 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 21 2 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 24 2 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000648
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	53326686
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.23
ALogP	1.3394
MLogP	3.44
XLogP	6.488
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	76.21
RO5 Violation	1