NPASS drugs

Drug Information

Drug ID:	NPD4019
Drug Name:
Molecular Formula:	C20H24F2N4O
Canonical SMILES:	OC(=Nc1cc(ccc1C)CN1CCNCC1)CNc1ccc(c(c1)F)F
Standard InCHI:	InChI=1S/C20H24F2N4O/c1-14-2-3-15(13-26-8-6-23-7-9-26)10-19(14)25-20(27)12-24-16-4-5-17(21)18(22)11-16/h2-5,10-11,23-24H,6-9,12-13H2,1H3,(H,25,27)
Standard InCHIKey:	GRUWKTIRBBPZSD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4019

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	237
0.1-0.2	2962
0.2-0.3	11633
0.3-0.4	10826
0.4-0.5	3146
0.5-0.6	1699
0.6-0.7	378
0.7-0.8	9
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	0.748	NPC291610
Intermediate Similarity	0.7463	NPC475915
Intermediate Similarity	0.7424	NPC313449
Intermediate Similarity	0.7385	NPC296163
Intermediate Similarity	0.7293	NPC192209
Intermediate Similarity	0.7266	NPC476950
Intermediate Similarity	0.7266	NPC302790
Intermediate Similarity	0.7194	NPC252794
Intermediate Similarity	0.7054	NPC79618
Remote Similarity	0.6992	NPC187036
Remote Similarity	0.6966	NPC184437
Remote Similarity	0.6944	NPC476685
Remote Similarity	0.6944	NPC476689
Remote Similarity	0.6944	NPC476687
Remote Similarity	0.6942	NPC78154
Remote Similarity	0.6923	NPC473417
Remote Similarity	0.6908	NPC264589
Remote Similarity	0.6889	NPC288232
Remote Similarity	0.6861	NPC264580
Remote Similarity	0.6849	NPC313352
Remote Similarity	0.6818	NPC109787
Remote Similarity	0.6806	NPC9856
Remote Similarity	0.6794	NPC434
Remote Similarity	0.6783	NPC478079
Remote Similarity	0.6783	NPC145754
Remote Similarity	0.6757	NPC198988
Remote Similarity	0.6744	NPC474430
Remote Similarity	0.6731	NPC206592
Remote Similarity	0.6731	NPC33421
Remote Similarity	0.6711	NPC325252
Remote Similarity	0.6689	NPC88097
Remote Similarity	0.6688	NPC470440
Remote Similarity	0.6667	NPC476118
Remote Similarity	0.6646	NPC68650
Remote Similarity	0.6623	NPC243162
Remote Similarity	0.662	NPC328683
Remote Similarity	0.662	NPC283130
Remote Similarity	0.6618	NPC314141
Remote Similarity	0.6594	NPC313673
Remote Similarity	0.6584	NPC475990
Remote Similarity	0.6584	NPC474880
Remote Similarity	0.6584	NPC56765
Remote Similarity	0.6584	NPC221786
Remote Similarity	0.6582	NPC117032
Remote Similarity	0.6549	NPC268534
Remote Similarity	0.6548	NPC471743
Remote Similarity	0.6538	NPC254798
Remote Similarity	0.6536	NPC2949
Remote Similarity	0.6536	NPC59084
Remote Similarity	0.6533	NPC325599
Remote Similarity	0.6522	NPC104345
Remote Similarity	0.6519	NPC475763
Remote Similarity	0.651	NPC162417
Remote Similarity	0.651	NPC316104
Remote Similarity	0.6506	NPC194411
Remote Similarity	0.65	NPC476219
Remote Similarity	0.6494	NPC63157
Remote Similarity	0.6494	NPC473868
Remote Similarity	0.6493	NPC164802
Remote Similarity	0.6486	NPC53044
Remote Similarity	0.6481	NPC276085
Remote Similarity	0.6479	NPC257490
Remote Similarity	0.6474	NPC204141
Remote Similarity	0.6474	NPC314372
Remote Similarity	0.6471	NPC22082
Remote Similarity	0.6471	NPC2823
Remote Similarity	0.6471	NPC186284
Remote Similarity	0.6467	NPC300299
Remote Similarity	0.6463	NPC21174
Remote Similarity	0.6463	NPC271797
Remote Similarity	0.6457	NPC108339
Remote Similarity	0.6457	NPC329430
Remote Similarity	0.6456	NPC37548
Remote Similarity	0.6456	NPC288445
Remote Similarity	0.6452	NPC190296
Remote Similarity	0.6452	NPC311330
Remote Similarity	0.6452	NPC136002
Remote Similarity	0.6447	NPC314102
Remote Similarity	0.6447	NPC251722
Remote Similarity	0.6446	NPC317430
Remote Similarity	0.6442	NPC229173
Remote Similarity	0.6429	NPC472123
Remote Similarity	0.6429	NPC108800
Remote Similarity	0.6429	NPC115611
Remote Similarity	0.6416	NPC472294
Remote Similarity	0.6415	NPC105818
Remote Similarity	0.6415	NPC24678
Remote Similarity	0.6412	NPC68354
Remote Similarity	0.641	NPC242556
Remote Similarity	0.6408	NPC179605
Remote Similarity	0.6408	NPC279385
Remote Similarity	0.6398	NPC476297
Remote Similarity	0.6393	NPC229477
Remote Similarity	0.6392	NPC21605
Remote Similarity	0.6391	NPC37423
Remote Similarity	0.6391	NPC275305
Remote Similarity	0.6383	NPC81561
Remote Similarity	0.6382	NPC218268
Remote Similarity	0.638	NPC318065
Remote Similarity	0.638	NPC206819
Remote Similarity	0.6379	NPC307396
Remote Similarity	0.6376	NPC282398
Remote Similarity	0.6375	NPC470233
Remote Similarity	0.6374	NPC176199
Remote Similarity	0.6374	NPC215795
Remote Similarity	0.6369	NPC469735
Remote Similarity	0.6364	NPC103292
Remote Similarity	0.6364	NPC134825
Remote Similarity	0.6364	NPC470301
Remote Similarity	0.6364	NPC90723
Remote Similarity	0.6364	NPC71684
Remote Similarity	0.6364	NPC189116
Remote Similarity	0.6364	NPC104483
Remote Similarity	0.6358	NPC84317
Remote Similarity	0.6358	NPC19679
Remote Similarity	0.6351	NPC472245
Remote Similarity	0.6346	NPC472103
Remote Similarity	0.6346	NPC20144
Remote Similarity	0.6341	NPC44773
Remote Similarity	0.6341	NPC215584
Remote Similarity	0.6338	NPC177684
Remote Similarity	0.6338	NPC54102
Remote Similarity	0.6338	NPC226143
Remote Similarity	0.6338	NPC291962
Remote Similarity	0.6338	NPC162689
Remote Similarity	0.6335	NPC469763
Remote Similarity	0.6335	NPC73952
Remote Similarity	0.6335	NPC469765
Remote Similarity	0.6335	NPC25008
Remote Similarity	0.6335	NPC259644
Remote Similarity	0.6335	NPC469786
Remote Similarity	0.6335	NPC325903
Remote Similarity	0.6335	NPC469760
Remote Similarity	0.6329	NPC469740
Remote Similarity	0.6327	NPC469949
Remote Similarity	0.6319	NPC222029
Remote Similarity	0.6319	NPC286427
Remote Similarity	0.6319	NPC299594
Remote Similarity	0.6312	NPC148140
Remote Similarity	0.6311	NPC169016
Remote Similarity	0.6303	NPC85651
Remote Similarity	0.6301	NPC122718
Remote Similarity	0.6299	NPC130251
Remote Similarity	0.6296	NPC212376
Remote Similarity	0.6296	NPC70922
Remote Similarity	0.6296	NPC80597
Remote Similarity	0.6296	NPC211572
Remote Similarity	0.6296	NPC75540
Remote Similarity	0.6296	NPC470507
Remote Similarity	0.6296	NPC38736
Remote Similarity	0.6294	NPC112373
Remote Similarity	0.6294	NPC161956
Remote Similarity	0.6294	NPC317564
Remote Similarity	0.6294	NPC475097
Remote Similarity	0.6294	NPC189812
Remote Similarity	0.6294	NPC258531
Remote Similarity	0.6294	NPC329688
Remote Similarity	0.6289	NPC321617
Remote Similarity	0.6284	NPC328590
Remote Similarity	0.6284	NPC150863
Remote Similarity	0.628	NPC154478
Remote Similarity	0.628	NPC6436
Remote Similarity	0.628	NPC135141
Remote Similarity	0.628	NPC92796
Remote Similarity	0.628	NPC41257
Remote Similarity	0.6279	NPC471320
Remote Similarity	0.6279	NPC471319
Remote Similarity	0.6275	NPC287358
Remote Similarity	0.6268	NPC220698
Remote Similarity	0.6267	NPC22079
Remote Similarity	0.6266	NPC159856
Remote Similarity	0.6265	NPC472587
Remote Similarity	0.6264	NPC472109
Remote Similarity	0.6264	NPC472110
Remote Similarity	0.6258	NPC94167
Remote Similarity	0.6258	NPC172937
Remote Similarity	0.6258	NPC73767
Remote Similarity	0.6258	NPC285469
Remote Similarity	0.6258	NPC184476
Remote Similarity	0.6258	NPC312092
Remote Similarity	0.6258	NPC471574
Remote Similarity	0.625	NPC187951
Remote Similarity	0.625	NPC473329
Remote Similarity	0.625	NPC94752
Remote Similarity	0.625	NPC63751
Remote Similarity	0.625	NPC321911
Remote Similarity	0.625	NPC124005
Remote Similarity	0.6242	NPC89490
Remote Similarity	0.6236	NPC95783
Remote Similarity	0.6235	NPC161861
Remote Similarity	0.6234	NPC125746
Remote Similarity	0.6234	NPC83214
Remote Similarity	0.6225	NPC471322
Remote Similarity	0.6225	NPC475450
Remote Similarity	0.622	NPC470926
Remote Similarity	0.6218	NPC469761
Remote Similarity	0.6218	NPC284635
Remote Similarity	0.6218	NPC469779
Remote Similarity	0.6218	NPC469784
Remote Similarity	0.6218	NPC469768

Drug Structure

NPD4019 OpenBabel08211704332D 30 32 0 0 0 0 0 0 0 0999 V2000 0.8660 2.5000 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 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 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 6.0622 4.5000 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 4.5000 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 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 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 0.8660 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 2 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 5 2 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 23 1 0 0 0 0 7 9 1 0 0 0 0 7 23 1 0 0 0 0 8 26 1 0 0 0 0 9 26 1 0 0 0 0 10 15 2 0 0 0 0 10 19 1 0 0 0 0 11 16 2 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 19 2 0 0 0 0 16 24 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 25 1 0 0 0 0 20 25 2 3 0 0 0 20 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002142
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9848159
ChEBI
CAS Number

Drug Properties

Molecular Weight	374.19
ALogP	0.5484
MLogP	2.89
XLogP	3.223
HDA	5
HBD	3
Rotatable Bonds	10
TPSA	59.89
RO5 Violation	0