NPASS drugs

Drug Information

Drug ID:	NPD5804
Drug Name:
Molecular Formula:	C24H18ClFN4O2
Canonical SMILES:	C=CC(=Nc1ccc2c(c1)c(ncn2)Nc1ccc(c(c1)Cl)OCc1cccc(c1)F)O
Standard InCHI:	InChI=1S/C24H18ClFN4O2/c1-2-23(31)29-17-6-8-21-19(11-17)24(28-14-27-21)30-18-7-9-22(20(25)12-18)32-13-15-4-3-5-16(26)10-15/h2-12,14H,1,13H2,(H,29,31)(H,27,28,30)
Standard InCHIKey:	MVZGYPSXNDCANY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5804

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	585
0.1-0.2	6616
0.2-0.3	6732
0.3-0.4	11864
0.4-0.5	3310
0.5-0.6	1539
0.6-0.7	242
0.7-0.8	1
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	0.8255	NPC56271
Intermediate Similarity	0.7173	NPC130570
Remote Similarity	0.6972	NPC144114
Remote Similarity	0.6916	NPC164664
Remote Similarity	0.6895	NPC477891
Remote Similarity	0.6852	NPC208060
Remote Similarity	0.6822	NPC471603
Remote Similarity	0.6756	NPC471593
Remote Similarity	0.6741	NPC254762
Remote Similarity	0.6728	NPC105758
Remote Similarity	0.6728	NPC476688
Remote Similarity	0.6728	NPC476686
Remote Similarity	0.6713	NPC278874
Remote Similarity	0.6682	NPC224632
Remote Similarity	0.6667	NPC471614
Remote Similarity	0.6653	NPC160666
Remote Similarity	0.6639	NPC208284
Remote Similarity	0.6596	NPC118832
Remote Similarity	0.6596	NPC47059
Remote Similarity	0.6596	NPC264166
Remote Similarity	0.6596	NPC274291
Remote Similarity	0.6596	NPC165349
Remote Similarity	0.6596	NPC329708
Remote Similarity	0.6594	NPC307963
Remote Similarity	0.6582	NPC476465
Remote Similarity	0.6567	NPC315957
Remote Similarity	0.6553	NPC223427
Remote Similarity	0.6542	NPC26850
Remote Similarity	0.6532	NPC283152
Remote Similarity	0.6525	NPC285558
Remote Similarity	0.6492	NPC103687
Remote Similarity	0.6492	NPC132631
Remote Similarity	0.6491	NPC230805
Remote Similarity	0.6466	NPC251090
Remote Similarity	0.6463	NPC76748
Remote Similarity	0.6449	NPC213530
Remote Similarity	0.6449	NPC193267
Remote Similarity	0.6449	NPC250178
Remote Similarity	0.6447	NPC66083
Remote Similarity	0.6446	NPC266931
Remote Similarity	0.6444	NPC477111
Remote Similarity	0.6435	NPC92111
Remote Similarity	0.6434	NPC228206
Remote Similarity	0.6432	NPC242923
Remote Similarity	0.6431	NPC30540
Remote Similarity	0.6426	NPC176538
Remote Similarity	0.6419	NPC472289
Remote Similarity	0.6419	NPC296527
Remote Similarity	0.6414	NPC115595
Remote Similarity	0.6403	NPC180504
Remote Similarity	0.6402	NPC26872
Remote Similarity	0.64	NPC187145
Remote Similarity	0.6398	NPC472031
Remote Similarity	0.6398	NPC472067
Remote Similarity	0.6398	NPC472066
Remote Similarity	0.6379	NPC478074
Remote Similarity	0.6376	NPC177404
Remote Similarity	0.6368	NPC312872
Remote Similarity	0.636	NPC477113
Remote Similarity	0.636	NPC472111
Remote Similarity	0.6357	NPC39092
Remote Similarity	0.6357	NPC171393
Remote Similarity	0.6357	NPC295452
Remote Similarity	0.6356	NPC329793
Remote Similarity	0.6339	NPC288943
Remote Similarity	0.6337	NPC48353
Remote Similarity	0.6336	NPC99666
Remote Similarity	0.6335	NPC157931
Remote Similarity	0.6327	NPC477110
Remote Similarity	0.6322	NPC123976
Remote Similarity	0.6322	NPC5145
Remote Similarity	0.6322	NPC167860
Remote Similarity	0.6322	NPC472068
Remote Similarity	0.6318	NPC475070
Remote Similarity	0.631	NPC252251
Remote Similarity	0.6301	NPC469727
Remote Similarity	0.629	NPC132642
Remote Similarity	0.6289	NPC295228
Remote Similarity	0.6287	NPC19872
Remote Similarity	0.6281	NPC201697
Remote Similarity	0.6276	NPC162484
Remote Similarity	0.6276	NPC475774
Remote Similarity	0.6272	NPC176127
Remote Similarity	0.6266	NPC193777
Remote Similarity	0.6266	NPC324149
Remote Similarity	0.626	NPC477531
Remote Similarity	0.6255	NPC471304
Remote Similarity	0.6255	NPC290689
Remote Similarity	0.6245	NPC314954
Remote Similarity	0.6245	NPC287437
Remote Similarity	0.6245	NPC162530
Remote Similarity	0.624	NPC475910
Remote Similarity	0.624	NPC280272
Remote Similarity	0.6234	NPC475085
Remote Similarity	0.6234	NPC475112
Remote Similarity	0.6234	NPC291535
Remote Similarity	0.6229	NPC77555
Remote Similarity	0.6224	NPC476106
Remote Similarity	0.622	NPC209174
Remote Similarity	0.6218	NPC329747
Remote Similarity	0.6218	NPC121772
Remote Similarity	0.621	NPC197141
Remote Similarity	0.6204	NPC94157
Remote Similarity	0.6203	NPC72211
Remote Similarity	0.62	NPC477532
Remote Similarity	0.6197	NPC195268
Remote Similarity	0.6197	NPC133140
Remote Similarity	0.6194	NPC288349
Remote Similarity	0.6194	NPC170114
Remote Similarity	0.6192	NPC232727
Remote Similarity	0.6185	NPC308906
Remote Similarity	0.6183	NPC470500
Remote Similarity	0.6179	NPC469592
Remote Similarity	0.6179	NPC471080
Remote Similarity	0.6176	NPC4071
Remote Similarity	0.6176	NPC476578
Remote Similarity	0.6176	NPC476582
Remote Similarity	0.6172	NPC469554
Remote Similarity	0.616	NPC70956
Remote Similarity	0.616	NPC477533
Remote Similarity	0.616	NPC267928
Remote Similarity	0.616	NPC243834
Remote Similarity	0.616	NPC472099
Remote Similarity	0.6157	NPC470164
Remote Similarity	0.6157	NPC206201
Remote Similarity	0.6157	NPC323345
Remote Similarity	0.6154	NPC470549
Remote Similarity	0.6151	NPC249040
Remote Similarity	0.6151	NPC234197
Remote Similarity	0.6147	NPC314002
Remote Similarity	0.6145	NPC173080
Remote Similarity	0.6145	NPC204446
Remote Similarity	0.6144	NPC280638
Remote Similarity	0.6142	NPC257851
Remote Similarity	0.6138	NPC202605
Remote Similarity	0.6138	NPC316981
Remote Similarity	0.6138	NPC112206
Remote Similarity	0.6135	NPC310118
Remote Similarity	0.6132	NPC243850
Remote Similarity	0.6132	NPC193238
Remote Similarity	0.613	NPC220765
Remote Similarity	0.6129	NPC62995
Remote Similarity	0.6126	NPC118511
Remote Similarity	0.6126	NPC125597
Remote Similarity	0.6125	NPC267423
Remote Similarity	0.6122	NPC188420
Remote Similarity	0.6122	NPC199667
Remote Similarity	0.6122	NPC208522
Remote Similarity	0.6122	NPC11464
Remote Similarity	0.6121	NPC171171
Remote Similarity	0.6121	NPC204385
Remote Similarity	0.6119	NPC315257
Remote Similarity	0.6118	NPC242209
Remote Similarity	0.6118	NPC70259
Remote Similarity	0.6118	NPC13880
Remote Similarity	0.6118	NPC471762
Remote Similarity	0.6118	NPC315822
Remote Similarity	0.6116	NPC36229
Remote Similarity	0.6116	NPC16452
Remote Similarity	0.6116	NPC476581
Remote Similarity	0.6113	NPC271215
Remote Similarity	0.6113	NPC149471
Remote Similarity	0.6109	NPC101543
Remote Similarity	0.6107	NPC82548
Remote Similarity	0.6107	NPC470931
Remote Similarity	0.6104	NPC204717
Remote Similarity	0.6104	NPC62069
Remote Similarity	0.6104	NPC304926
Remote Similarity	0.6104	NPC476041
Remote Similarity	0.6102	NPC2497
Remote Similarity	0.6102	NPC79293
Remote Similarity	0.6102	NPC279401
Remote Similarity	0.61	NPC135887
Remote Similarity	0.61	NPC199277
Remote Similarity	0.6096	NPC184964
Remote Similarity	0.609	NPC51854
Remote Similarity	0.6087	NPC161887
Remote Similarity	0.6082	NPC469589
Remote Similarity	0.6082	NPC473181
Remote Similarity	0.608	NPC469594
Remote Similarity	0.608	NPC96321
Remote Similarity	0.6078	NPC110151
Remote Similarity	0.6078	NPC473185
Remote Similarity	0.6076	NPC131017
Remote Similarity	0.6076	NPC43787
Remote Similarity	0.6076	NPC205934
Remote Similarity	0.6074	NPC476138
Remote Similarity	0.6074	NPC245816
Remote Similarity	0.6073	NPC473180
Remote Similarity	0.6073	NPC26679
Remote Similarity	0.6071	NPC473317
Remote Similarity	0.607	NPC300114
Remote Similarity	0.6069	NPC477066
Remote Similarity	0.6062	NPC24802
Remote Similarity	0.6059	NPC141915
Remote Similarity	0.6059	NPC114335
Remote Similarity	0.6059	NPC280964
Remote Similarity	0.6057	NPC470020
Remote Similarity	0.6056	NPC48317
Remote Similarity	0.6055	NPC66777

Drug Structure

NPD5804 OpenBabel08211708292D 34 37 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 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 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 -8.6603 3.0000 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 -0.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 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 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 2.0000 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 -2.5981 0.5000 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 2.0000 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 -4.3301 1.5000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 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 -2.5981 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 2 2 0 0 0 0 2 23 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 11 19 1 0 0 0 0 12 18 2 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 32 1 0 0 0 0 14 27 2 0 0 0 0 14 28 1 0 0 0 0 16 26 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 22 2 0 0 0 0 20 25 1 0 0 0 0 21 27 1 0 0 0 0 22 32 1 0 0 0 0 23 29 2 3 0 0 0 23 31 1 0 0 0 0 24 28 2 0 0 0 0 24 30 1 0 0 0 0 30 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016614
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24739943
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.11
ALogP	1.1803
MLogP	3.22
XLogP	6.089
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	79.63
RO5 Violation	1