NPASS drugs

Drug Information

Drug ID:	NPD3865
Drug Name:	Feprazone
Molecular Formula:	C20H20N2O2
Canonical SMILES:	CC(=CCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1)C
Standard InCHI:	InChI=1S/C20H20N2O2/c1-15(2)13-14-18-19(23)21(16-9-5-3-6-10-16)22(20(18)24)17-11-7-4-8-12-17/h3-13,18H,14H2,1-2H3
Standard InCHIKey:	RBBWCVQDXDFISW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3865

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	111
0.1-0.2	2164
0.2-0.3	10687
0.3-0.4	13129
0.4-0.5	3645
0.5-0.6	1028
0.6-0.7	119
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	0.7818	NPC326792
Intermediate Similarity	0.7786	NPC204156
Intermediate Similarity	0.7727	NPC75496
Intermediate Similarity	0.7565	NPC20322
Intermediate Similarity	0.713	NPC291610
Intermediate Similarity	0.7097	NPC31651
Intermediate Similarity	0.7007	NPC130251
Remote Similarity	0.6957	NPC301760
Remote Similarity	0.6894	NPC209389
Remote Similarity	0.6852	NPC229477
Remote Similarity	0.685	NPC226143
Remote Similarity	0.6788	NPC471123
Remote Similarity	0.6769	NPC254698
Remote Similarity	0.6765	NPC316104
Remote Similarity	0.6765	NPC162417
Remote Similarity	0.6763	NPC207554
Remote Similarity	0.6744	NPC257490
Remote Similarity	0.6719	NPC177684
Remote Similarity	0.6719	NPC291962
Remote Similarity	0.6716	NPC187231
Remote Similarity	0.6714	NPC186284
Remote Similarity	0.6714	NPC22082
Remote Similarity	0.6692	NPC39818
Remote Similarity	0.6691	NPC469560
Remote Similarity	0.6691	NPC83214
Remote Similarity	0.6667	NPC161956
Remote Similarity	0.6667	NPC258531
Remote Similarity	0.6667	NPC112373
Remote Similarity	0.6667	NPC179605
Remote Similarity	0.6667	NPC279385
Remote Similarity	0.662	NPC469537
Remote Similarity	0.6615	NPC103292
Remote Similarity	0.6594	NPC300299
Remote Similarity	0.6531	NPC154602
Remote Similarity	0.6531	NPC243756
Remote Similarity	0.6525	NPC315051
Remote Similarity	0.6512	NPC228515
Remote Similarity	0.6486	NPC285381
Remote Similarity	0.6486	NPC122106
Remote Similarity	0.6479	NPC471164
Remote Similarity	0.6466	NPC192533
Remote Similarity	0.6444	NPC476950
Remote Similarity	0.6439	NPC268534
Remote Similarity	0.6434	NPC192209
Remote Similarity	0.6424	NPC477887
Remote Similarity	0.6419	NPC66936
Remote Similarity	0.6378	NPC296163
Remote Similarity	0.6378	NPC57051
Remote Similarity	0.6377	NPC207428
Remote Similarity	0.6377	NPC53044
Remote Similarity	0.6364	NPC475915
Remote Similarity	0.6364	NPC134825
Remote Similarity	0.6364	NPC470301
Remote Similarity	0.6333	NPC295021
Remote Similarity	0.633	NPC307456
Remote Similarity	0.6316	NPC113946
Remote Similarity	0.6312	NPC267508
Remote Similarity	0.6296	NPC470343
Remote Similarity	0.6296	NPC472244
Remote Similarity	0.629	NPC434
Remote Similarity	0.629	NPC79618
Remote Similarity	0.6288	NPC316582
Remote Similarity	0.6279	NPC288232
Remote Similarity	0.6277	NPC150863
Remote Similarity	0.6267	NPC117032
Remote Similarity	0.6261	NPC78154
Remote Similarity	0.6261	NPC92689
Remote Similarity	0.625	NPC187036
Remote Similarity	0.625	NPC2823
Remote Similarity	0.625	NPC250476
Remote Similarity	0.625	NPC471574
Remote Similarity	0.6242	NPC473329
Remote Similarity	0.6242	NPC475248
Remote Similarity	0.6242	NPC63047
Remote Similarity	0.624	NPC302790
Remote Similarity	0.6234	NPC225319
Remote Similarity	0.6234	NPC472102
Remote Similarity	0.6234	NPC309531
Remote Similarity	0.6232	NPC314431
Remote Similarity	0.6232	NPC280807
Remote Similarity	0.6232	NPC472245
Remote Similarity	0.623	NPC474430
Remote Similarity	0.6216	NPC15839
Remote Similarity	0.6216	NPC212799
Remote Similarity	0.621	NPC473498
Remote Similarity	0.6209	NPC104345
Remote Similarity	0.6209	NPC222029
Remote Similarity	0.6207	NPC238499
Remote Similarity	0.6197	NPC325599
Remote Similarity	0.6194	NPC472101
Remote Similarity	0.6194	NPC472117
Remote Similarity	0.6194	NPC472120
Remote Similarity	0.6187	NPC231382
Remote Similarity	0.6183	NPC313449
Remote Similarity	0.6179	NPC275467
Remote Similarity	0.6174	NPC109787
Remote Similarity	0.6169	NPC276085
Remote Similarity	0.6164	NPC277157
Remote Similarity	0.6154	NPC122553
Remote Similarity	0.6144	NPC469536
Remote Similarity	0.6144	NPC29285
Remote Similarity	0.6129	NPC201424
Remote Similarity	0.6129	NPC473418
Remote Similarity	0.6122	NPC136002
Remote Similarity	0.6121	NPC191444
Remote Similarity	0.6115	NPC472106
Remote Similarity	0.6111	NPC164802
Remote Similarity	0.6087	NPC145754
Remote Similarity	0.6083	NPC472258
Remote Similarity	0.6076	NPC214960
Remote Similarity	0.6076	NPC279527
Remote Similarity	0.6067	NPC237649
Remote Similarity	0.6067	NPC300596
Remote Similarity	0.6062	NPC355
Remote Similarity	0.6054	NPC308197
Remote Similarity	0.6034	NPC176858
Remote Similarity	0.6032	NPC172170
Remote Similarity	0.6026	NPC143457
Remote Similarity	0.6026	NPC68650
Remote Similarity	0.6015	NPC264580
Remote Similarity	0.6014	NPC322433
Remote Similarity	0.6013	NPC478076
Remote Similarity	0.6012	NPC474081
Remote Similarity	0.6	NPC262295
Remote Similarity	0.6	NPC313362
Remote Similarity	0.6	NPC65408
Remote Similarity	0.5987	NPC469741
Remote Similarity	0.5987	NPC286871
Remote Similarity	0.5987	NPC176983
Remote Similarity	0.5987	NPC282339
Remote Similarity	0.5987	NPC99632
Remote Similarity	0.5985	NPC313673
Remote Similarity	0.5971	NPC478079
Remote Similarity	0.5966	NPC476483
Remote Similarity	0.5962	NPC471122
Remote Similarity	0.596	NPC242000
Remote Similarity	0.5951	NPC475607
Remote Similarity	0.5948	NPC297532
Remote Similarity	0.5942	NPC474926
Remote Similarity	0.5939	NPC286994
Remote Similarity	0.5933	NPC324445
Remote Similarity	0.5933	NPC470440
Remote Similarity	0.5931	NPC287358
Remote Similarity	0.5926	NPC96901
Remote Similarity	0.5926	NPC301874
Remote Similarity	0.5926	NPC177261
Remote Similarity	0.5924	NPC315368
Remote Similarity	0.592	NPC328877
Remote Similarity	0.5909	NPC281094
Remote Similarity	0.5909	NPC200743
Remote Similarity	0.5906	NPC55529
Remote Similarity	0.5906	NPC470822
Remote Similarity	0.5902	NPC317642
Remote Similarity	0.5897	NPC299594
Remote Similarity	0.5896	NPC220698
Remote Similarity	0.5894	NPC254798
Remote Similarity	0.5894	NPC478186
Remote Similarity	0.589	NPC475594
Remote Similarity	0.5887	NPC194562
Remote Similarity	0.5886	NPC194881
Remote Similarity	0.5882	NPC108800
Remote Similarity	0.5879	NPC475761
Remote Similarity	0.5865	NPC147957
Remote Similarity	0.5864	NPC471648
Remote Similarity	0.586	NPC36495
Remote Similarity	0.586	NPC193410
Remote Similarity	0.585	NPC242933
Remote Similarity	0.5849	NPC271732
Remote Similarity	0.5849	NPC328270
Remote Similarity	0.5833	NPC313352
Remote Similarity	0.5833	NPC66775
Remote Similarity	0.5833	NPC184437
Remote Similarity	0.5833	NPC474974
Remote Similarity	0.5828	NPC473743
Remote Similarity	0.5828	NPC242269
Remote Similarity	0.5828	NPC264589
Remote Similarity	0.5828	NPC251212
Remote Similarity	0.5828	NPC214626
Remote Similarity	0.5828	NPC139085
Remote Similarity	0.5827	NPC45033
Remote Similarity	0.5823	NPC248117
Remote Similarity	0.5818	NPC14325
Remote Similarity	0.5818	NPC28848
Remote Similarity	0.5813	NPC471130
Remote Similarity	0.5813	NPC471124
Remote Similarity	0.5812	NPC30445
Remote Similarity	0.5812	NPC111233
Remote Similarity	0.5802	NPC471943
Remote Similarity	0.5797	NPC328683
Remote Similarity	0.5797	NPC283130
Remote Similarity	0.5796	NPC61013
Remote Similarity	0.5796	NPC123241
Remote Similarity	0.5793	NPC470548
Remote Similarity	0.5786	NPC88970
Remote Similarity	0.5786	NPC476231
Remote Similarity	0.5786	NPC293458
Remote Similarity	0.5786	NPC252794
Remote Similarity	0.5783	NPC474041
Remote Similarity	0.5778	NPC81561
Remote Similarity	0.5776	NPC471652

Drug Structure

NPD3865 OpenBabel08211704332D 24 26 0 0 0 0 0 0 0 0999 V2000 -2.3029 3.9431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8852 3.2386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5373 -3.3412 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 -0.5862 -3.0322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2804 -2.6720 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3783 -2.0540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0725 -1.6939 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 -2.4839 2.2205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4894 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8907 3.1341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1215 -1.3849 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 -1.0827 1.2024 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 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 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 -2.5772 0.2319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6386 1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 14 18 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 19 23 2 0 0 0 0 20 22 1 0 0 0 0 20 24 2 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	320.15
ALogP	0.2043
MLogP	3.22
XLogP	5.315
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	40.62
RO5 Violation	1