NPASS drugs

Drug Information

Drug ID:	NPD6892
Drug Name:	447C88
Molecular Formula:	C27H38F2N2O
Canonical SMILES:	CCCCCCCN=C(Nc1c(F)cc(cc1CCc1ccc(cc1)CC(C)(C)C)F)O
Standard InCHI:	InChI=1S/C27H38F2N2O/c1-5-6-7-8-9-16-30-26(32)31-25-22(17-23(28)18-24(25)29)15-14-20-10-12-21(13-11-20)19-27(2,3)4/h10-13,17-18H,5-9,14-16,19H2,1-4H3,(H2,30,31,32)
Standard InCHIKey:	XWWXRQIQZOTQGF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6892

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	248
0.1-0.2	1961
0.2-0.3	10416
0.3-0.4	12595
0.4-0.5	4336
0.5-0.6	1160
0.6-0.7	167
0.7-0.8	6
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	0.8	NPC474430
Intermediate Similarity	0.7632	NPC471320
Intermediate Similarity	0.7632	NPC471319
Intermediate Similarity	0.7544	NPC108339
Intermediate Similarity	0.7244	NPC288232
Intermediate Similarity	0.7087	NPC314141
Intermediate Similarity	0.7	NPC313449
Remote Similarity	0.696	NPC302790
Remote Similarity	0.6953	NPC187036
Remote Similarity	0.6912	NPC252794
Remote Similarity	0.6885	NPC291610
Remote Similarity	0.6861	NPC145754
Remote Similarity	0.6752	NPC78154
Remote Similarity	0.6746	NPC79618
Remote Similarity	0.6742	NPC192209
Remote Similarity	0.6693	NPC164802
Remote Similarity	0.6667	NPC475915
Remote Similarity	0.6619	NPC476950
Remote Similarity	0.6567	NPC264580
Remote Similarity	0.6565	NPC296163
Remote Similarity	0.6549	NPC476685
Remote Similarity	0.6549	NPC476687
Remote Similarity	0.6549	NPC476689
Remote Similarity	0.6528	NPC300299
Remote Similarity	0.651	NPC311330
Remote Similarity	0.6503	NPC471322
Remote Similarity	0.6484	NPC434
Remote Similarity	0.6471	NPC191444
Remote Similarity	0.6449	NPC283130
Remote Similarity	0.6449	NPC328683
Remote Similarity	0.6446	NPC471309
Remote Similarity	0.6441	NPC30445
Remote Similarity	0.6424	NPC264589
Remote Similarity	0.6423	NPC103292
Remote Similarity	0.6419	NPC2823
Remote Similarity	0.6418	NPC313673
Remote Similarity	0.6405	NPC187951
Remote Similarity	0.6405	NPC37548
Remote Similarity	0.6397	NPC226143
Remote Similarity	0.6395	NPC83214
Remote Similarity	0.6387	NPC176858
Remote Similarity	0.6383	NPC478079
Remote Similarity	0.6382	NPC129042
Remote Similarity	0.6379	NPC169016
Remote Similarity	0.6364	NPC108800
Remote Similarity	0.6358	NPC242556
Remote Similarity	0.635	NPC279385
Remote Similarity	0.635	NPC179605
Remote Similarity	0.634	NPC109787
Remote Similarity	0.6325	NPC229477
Remote Similarity	0.6319	NPC53044
Remote Similarity	0.6312	NPC472587
Remote Similarity	0.6311	NPC469330
Remote Similarity	0.6303	NPC111233
Remote Similarity	0.6293	NPC119677
Remote Similarity	0.6269	NPC205652
Remote Similarity	0.6267	NPC2949
Remote Similarity	0.626	NPC329430
Remote Similarity	0.6259	NPC268534
Remote Similarity	0.6258	NPC206592
Remote Similarity	0.6242	NPC207726
Remote Similarity	0.6242	NPC470507
Remote Similarity	0.6242	NPC38736
Remote Similarity	0.6233	NPC313352
Remote Similarity	0.6232	NPC317564
Remote Similarity	0.6232	NPC258531
Remote Similarity	0.6232	NPC112373
Remote Similarity	0.6232	NPC161956
Remote Similarity	0.6226	NPC67056
Remote Similarity	0.6218	NPC262295
Remote Similarity	0.6218	NPC473031
Remote Similarity	0.6207	NPC22079
Remote Similarity	0.6204	NPC81561
Remote Similarity	0.6204	NPC228515
Remote Similarity	0.6203	NPC285469
Remote Similarity	0.62	NPC22082
Remote Similarity	0.62	NPC104483
Remote Similarity	0.62	NPC186284
Remote Similarity	0.6198	NPC471307
Remote Similarity	0.6198	NPC141139
Remote Similarity	0.6198	NPC159178
Remote Similarity	0.6198	NPC121872
Remote Similarity	0.6198	NPC209764
Remote Similarity	0.6198	NPC78041
Remote Similarity	0.6198	NPC74936
Remote Similarity	0.6194	NPC124005
Remote Similarity	0.6187	NPC257490
Remote Similarity	0.6181	NPC226662
Remote Similarity	0.6181	NPC472245
Remote Similarity	0.6181	NPC9856
Remote Similarity	0.6179	NPC322040
Remote Similarity	0.6176	NPC147957
Remote Similarity	0.6176	NPC125416
Remote Similarity	0.6164	NPC475450
Remote Similarity	0.6159	NPC177684
Remote Similarity	0.6159	NPC291962
Remote Similarity	0.6154	NPC105818
Remote Similarity	0.6154	NPC24678
Remote Similarity	0.6154	NPC33421
Remote Similarity	0.6154	NPC134825
Remote Similarity	0.6149	NPC471123
Remote Similarity	0.6149	NPC325599
Remote Similarity	0.6148	NPC470926
Remote Similarity	0.6148	NPC470550
Remote Similarity	0.6143	NPC39818
Remote Similarity	0.614	NPC12857
Remote Similarity	0.6134	NPC203076
Remote Similarity	0.6133	NPC243162
Remote Similarity	0.6133	NPC130251
Remote Similarity	0.6131	NPC148140
Remote Similarity	0.6129	NPC477134
Remote Similarity	0.6122	NPC184437
Remote Similarity	0.6116	NPC470877
Remote Similarity	0.6115	NPC316582
Remote Similarity	0.6111	NPC150863
Remote Similarity	0.6111	NPC209389
Remote Similarity	0.6107	NPC287358
Remote Similarity	0.6104	NPC469735
Remote Similarity	0.6104	NPC314372
Remote Similarity	0.6104	NPC204141
Remote Similarity	0.6101	NPC184476
Remote Similarity	0.6093	NPC301760
Remote Similarity	0.6087	NPC68650
Remote Similarity	0.6084	NPC477937
Remote Similarity	0.6078	NPC190296
Remote Similarity	0.6078	NPC472103
Remote Similarity	0.6077	NPC474695
Remote Similarity	0.6076	NPC469786
Remote Similarity	0.6076	NPC469763
Remote Similarity	0.6076	NPC469760
Remote Similarity	0.6076	NPC259644
Remote Similarity	0.6076	NPC25008
Remote Similarity	0.6076	NPC73952
Remote Similarity	0.6076	NPC469765
Remote Similarity	0.6074	NPC470508
Remote Similarity	0.6067	NPC469560
Remote Similarity	0.6067	NPC125746
Remote Similarity	0.6065	NPC212799
Remote Similarity	0.6065	NPC469740
Remote Similarity	0.6062	NPC104345
Remote Similarity	0.6053	NPC469784
Remote Similarity	0.6053	NPC469768
Remote Similarity	0.6053	NPC59084
Remote Similarity	0.6053	NPC469767
Remote Similarity	0.6053	NPC469779
Remote Similarity	0.6053	NPC469780
Remote Similarity	0.6053	NPC469783
Remote Similarity	0.6053	NPC469761
Remote Similarity	0.6051	NPC475763
Remote Similarity	0.6049	NPC16667
Remote Similarity	0.6047	NPC178681
Remote Similarity	0.6043	NPC54102
Remote Similarity	0.6043	NPC162689
Remote Similarity	0.6042	NPC250361
Remote Similarity	0.604	NPC267508
Remote Similarity	0.604	NPC198988
Remote Similarity	0.6038	NPC70922
Remote Similarity	0.6038	NPC211572
Remote Similarity	0.6038	NPC80597
Remote Similarity	0.6038	NPC212376
Remote Similarity	0.6038	NPC75540
Remote Similarity	0.6038	NPC471458
Remote Similarity	0.6027	NPC473587
Remote Similarity	0.6026	NPC207554
Remote Similarity	0.6025	NPC276085
Remote Similarity	0.6014	NPC474926
Remote Similarity	0.6014	NPC122718
Remote Similarity	0.6014	NPC325013
Remote Similarity	0.6013	NPC473868
Remote Similarity	0.6013	NPC63157
Remote Similarity	0.6013	NPC469766
Remote Similarity	0.6	NPC328590
Remote Similarity	0.6	NPC201700
Remote Similarity	0.6	NPC325252
Remote Similarity	0.5987	NPC318086
Remote Similarity	0.5987	NPC473329
Remote Similarity	0.5986	NPC41174
Remote Similarity	0.5986	NPC475428
Remote Similarity	0.5983	NPC307456
Remote Similarity	0.5975	NPC295021
Remote Similarity	0.5974	NPC136002
Remote Similarity	0.5969	NPC239854
Remote Similarity	0.5965	NPC271642
Remote Similarity	0.5964	NPC280548
Remote Similarity	0.5963	NPC286427
Remote Similarity	0.5963	NPC299594
Remote Similarity	0.5963	NPC222029
Remote Similarity	0.596	NPC314102
Remote Similarity	0.596	NPC251722
Remote Similarity	0.5959	NPC473762
Remote Similarity	0.5959	NPC471306
Remote Similarity	0.5959	NPC314431
Remote Similarity	0.5959	NPC280807
Remote Similarity	0.5959	NPC471321
Remote Similarity	0.5959	NPC473417
Remote Similarity	0.5957	NPC273830
Remote Similarity	0.5957	NPC215519
Remote Similarity	0.595	NPC60408
Remote Similarity	0.5946	NPC179365
Remote Similarity	0.5944	NPC192533

Drug Structure

NPD6892 OpenBabel08211710072D 34 35 0 0 0 0 0 0 0 0999 V2000 -3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 2.5981 2.5000 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 3.4641 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 0.8660 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 -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 5.1962 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 4.3301 2.5000 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 -1.7321 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 -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 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 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 1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 10 20 2 0 0 0 0 11 13 2 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 30 1 0 0 0 0 17 22 2 0 0 0 0 17 23 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 22 25 1 0 0 0 0 23 28 1 0 0 0 0 24 25 2 0 0 0 0 24 29 1 0 0 0 0 25 31 1 0 0 0 0 26 30 2 3 0 0 0 26 31 1 0 0 0 0 26 32 1 0 0 0 0 31 33 1 0 0 0 0 32 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006853
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.30
ALogP	1.4208
MLogP	3.88
XLogP	12.069
HDA	3
HBD	2
Rotatable Bonds	20
TPSA	44.62
RO5 Violation	2