NPASS drugs

Drug Information

Drug ID:	NPD5437
Drug Name:
Molecular Formula:	C23H20F3N5O2
Canonical SMILES:	O=C(N1CCC(=Cc2cccc(c2)Oc2ccc(cn2)C(F)(F)F)CC1)N=c1cccn[nH]1
Standard InCHI:	InChI=1S/C23H20F3N5O2/c24-23(25,26)18-6-7-21(27-15-18)33-19-4-1-3-17(14-19)13-16-8-11-31(12-9-16)22(32)29-20-5-2-10-28-30-20/h1-7,10,13-15H,8-9,11-12H2,(H,29,30,32)
Standard InCHIKey:	BATCTBJIJJEPHM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5437

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	488
0.1-0.2	4764
0.2-0.3	8143
0.3-0.4	7875
0.4-0.5	6934
0.5-0.6	2315
0.6-0.7	365
0.7-0.8	6
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	0.7238	NPC476465
Intermediate Similarity	0.7089	NPC290689
Intermediate Similarity	0.7083	NPC471178
Intermediate Similarity	0.7019	NPC476578
Intermediate Similarity	0.7019	NPC4071
Intermediate Similarity	0.7019	NPC476582
Remote Similarity	0.6979	NPC471177
Remote Similarity	0.6979	NPC59779
Remote Similarity	0.6979	NPC124542
Remote Similarity	0.6976	NPC195268
Remote Similarity	0.6976	NPC133140
Remote Similarity	0.6934	NPC118832
Remote Similarity	0.6934	NPC36229
Remote Similarity	0.6934	NPC476581
Remote Similarity	0.6934	NPC47059
Remote Similarity	0.6934	NPC285558
Remote Similarity	0.6934	NPC329708
Remote Similarity	0.6934	NPC16452
Remote Similarity	0.6934	NPC264166
Remote Similarity	0.6934	NPC274291
Remote Similarity	0.6934	NPC165349
Remote Similarity	0.6927	NPC92111
Remote Similarity	0.6916	NPC82548
Remote Similarity	0.6878	NPC76748
Remote Similarity	0.6866	NPC470474
Remote Similarity	0.686	NPC289786
Remote Similarity	0.686	NPC307963
Remote Similarity	0.6829	NPC296527
Remote Similarity	0.6825	NPC315957
Remote Similarity	0.681	NPC127085
Remote Similarity	0.6794	NPC473053
Remote Similarity	0.6792	NPC31930
Remote Similarity	0.6791	NPC313189
Remote Similarity	0.6777	NPC287437
Remote Similarity	0.6757	NPC17565
Remote Similarity	0.6745	NPC477019
Remote Similarity	0.6745	NPC176538
Remote Similarity	0.6728	NPC174758
Remote Similarity	0.6723	NPC56271
Remote Similarity	0.6718	NPC177404
Remote Similarity	0.6713	NPC135549
Remote Similarity	0.6712	NPC53069
Remote Similarity	0.6712	NPC112206
Remote Similarity	0.6712	NPC296482
Remote Similarity	0.6712	NPC202768
Remote Similarity	0.6712	NPC202605
Remote Similarity	0.6697	NPC123976
Remote Similarity	0.6697	NPC167860
Remote Similarity	0.6696	NPC180504
Remote Similarity	0.6682	NPC476287
Remote Similarity	0.6667	NPC470164
Remote Similarity	0.6667	NPC323345
Remote Similarity	0.6667	NPC329793
Remote Similarity	0.6667	NPC208284
Remote Similarity	0.6651	NPC174672
Remote Similarity	0.6637	NPC65277
Remote Similarity	0.6636	NPC96405
Remote Similarity	0.6636	NPC171409
Remote Similarity	0.6635	NPC251090
Remote Similarity	0.6633	NPC476518
Remote Similarity	0.6623	NPC157931
Remote Similarity	0.6606	NPC162530
Remote Similarity	0.6606	NPC287208
Remote Similarity	0.66	NPC14651
Remote Similarity	0.66	NPC121658
Remote Similarity	0.6599	NPC97367
Remote Similarity	0.659	NPC472111
Remote Similarity	0.6589	NPC234197
Remote Similarity	0.6585	NPC176127
Remote Similarity	0.6574	NPC476138
Remote Similarity	0.6574	NPC475774
Remote Similarity	0.6574	NPC245816
Remote Similarity	0.6558	NPC232727
Remote Similarity	0.6557	NPC194967
Remote Similarity	0.655	NPC257851
Remote Similarity	0.6547	NPC274982
Remote Similarity	0.6545	NPC470020
Remote Similarity	0.6544	NPC210256
Remote Similarity	0.6537	NPC201508
Remote Similarity	0.6537	NPC161887
Remote Similarity	0.6535	NPC312872
Remote Similarity	0.6533	NPC168209
Remote Similarity	0.6533	NPC193267
Remote Similarity	0.6533	NPC308906
Remote Similarity	0.6533	NPC213530
Remote Similarity	0.6516	NPC242923
Remote Similarity	0.6515	NPC473057
Remote Similarity	0.6509	NPC101543
Remote Similarity	0.6509	NPC469554
Remote Similarity	0.6504	NPC472099
Remote Similarity	0.6495	NPC26872
Remote Similarity	0.6486	NPC251160
Remote Similarity	0.6485	NPC111624
Remote Similarity	0.6481	NPC255800
Remote Similarity	0.6481	NPC96584
Remote Similarity	0.648	NPC26850
Remote Similarity	0.6474	NPC471323
Remote Similarity	0.6459	NPC66083
Remote Similarity	0.6457	NPC236668
Remote Similarity	0.6457	NPC266931
Remote Similarity	0.6456	NPC99891
Remote Similarity	0.6455	NPC477111
Remote Similarity	0.6452	NPC211813
Remote Similarity	0.645	NPC471762
Remote Similarity	0.645	NPC314954
Remote Similarity	0.6449	NPC224928
Remote Similarity	0.6447	NPC175150
Remote Similarity	0.6447	NPC243633
Remote Similarity	0.6444	NPC473513
Remote Similarity	0.6444	NPC305984
Remote Similarity	0.6435	NPC19872
Remote Similarity	0.6432	NPC118511
Remote Similarity	0.6429	NPC146976
Remote Similarity	0.6426	NPC295228
Remote Similarity	0.6422	NPC288943
Remote Similarity	0.6419	NPC322482
Remote Similarity	0.6416	NPC173080
Remote Similarity	0.6416	NPC473822
Remote Similarity	0.6415	NPC99666
Remote Similarity	0.6413	NPC472098
Remote Similarity	0.6413	NPC26679
Remote Similarity	0.6413	NPC264176
Remote Similarity	0.6411	NPC171171
Remote Similarity	0.6402	NPC13880
Remote Similarity	0.6396	NPC471304
Remote Similarity	0.6394	NPC84478
Remote Similarity	0.639	NPC283152
Remote Similarity	0.6386	NPC314940
Remote Similarity	0.6386	NPC473764
Remote Similarity	0.6385	NPC198673
Remote Similarity	0.638	NPC475910
Remote Similarity	0.6379	NPC66777
Remote Similarity	0.6377	NPC219963
Remote Similarity	0.6377	NPC266551
Remote Similarity	0.6376	NPC295898
Remote Similarity	0.6372	NPC469727
Remote Similarity	0.6372	NPC267928
Remote Similarity	0.6368	NPC108469
Remote Similarity	0.6364	NPC470018
Remote Similarity	0.6364	NPC314002
Remote Similarity	0.6364	NPC477113
Remote Similarity	0.6359	NPC329747
Remote Similarity	0.6351	NPC185782
Remote Similarity	0.6347	NPC469440
Remote Similarity	0.6346	NPC220765
Remote Similarity	0.6343	NPC168911
Remote Similarity	0.6337	NPC26543
Remote Similarity	0.6336	NPC74575
Remote Similarity	0.6335	NPC193238
Remote Similarity	0.6333	NPC75179
Remote Similarity	0.6333	NPC61350
Remote Similarity	0.6329	NPC168486
Remote Similarity	0.6329	NPC271792
Remote Similarity	0.6329	NPC222592
Remote Similarity	0.6327	NPC170114
Remote Similarity	0.6326	NPC242209
Remote Similarity	0.632	NPC473449
Remote Similarity	0.6318	NPC475070
Remote Similarity	0.6318	NPC289086
Remote Similarity	0.6316	NPC284559
Remote Similarity	0.6316	NPC204717
Remote Similarity	0.6311	NPC149471
Remote Similarity	0.6311	NPC271215
Remote Similarity	0.6311	NPC184964
Remote Similarity	0.6309	NPC311906
Remote Similarity	0.6308	NPC329541
Remote Similarity	0.6308	NPC103230
Remote Similarity	0.63	NPC304926
Remote Similarity	0.63	NPC476041
Remote Similarity	0.6298	NPC49547
Remote Similarity	0.6298	NPC206201
Remote Similarity	0.6293	NPC132631
Remote Similarity	0.6293	NPC103687
Remote Similarity	0.6287	NPC477549
Remote Similarity	0.6286	NPC20249
Remote Similarity	0.6284	NPC121772
Remote Similarity	0.6283	NPC470549
Remote Similarity	0.6282	NPC469792
Remote Similarity	0.6277	NPC130570
Remote Similarity	0.6274	NPC472289
Remote Similarity	0.6273	NPC53144
Remote Similarity	0.6273	NPC162484
Remote Similarity	0.6271	NPC141053
Remote Similarity	0.6267	NPC94157
Remote Similarity	0.6267	NPC72211
Remote Similarity	0.6267	NPC471603
Remote Similarity	0.6267	NPC239954
Remote Similarity	0.6267	NPC316981
Remote Similarity	0.6266	NPC187145
Remote Similarity	0.6263	NPC315257
Remote Similarity	0.6262	NPC150048
Remote Similarity	0.6262	NPC203754
Remote Similarity	0.6261	NPC310118
Remote Similarity	0.6256	NPC288349
Remote Similarity	0.6256	NPC204385
Remote Similarity	0.625	NPC188420
Remote Similarity	0.625	NPC70259
Remote Similarity	0.6244	NPC471593
Remote Similarity	0.624	NPC472434
Remote Similarity	0.6239	NPC469592

Drug Structure

NPD5437 OpenBabel08211708292D 34 37 0 0 0 0 0 0 0 0999 V2000 6.9282 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 6.0622 1.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 4.5000 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 0.0000 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 5.1962 3.0000 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 7.7942 5.5000 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 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 8.6603 4.0000 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 8.6603 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1603 7.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.6603 7.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 7.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 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 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 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 10 1 0 0 0 0 3 17 1 0 0 0 0 4 19 2 0 0 0 0 5 20 1 0 0 0 0 6 7 2 0 0 0 0 6 18 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 28 2 0 0 0 0 11 31 1 0 0 0 0 12 31 1 0 0 0 0 13 16 2 3 0 0 0 13 17 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 27 1 0 0 0 0 18 23 1 0 0 0 0 19 33 1 0 0 0 0 20 29 2 3 0 0 0 20 30 1 0 0 0 0 21 27 2 0 0 0 0 21 33 1 0 0 0 0 22 29 1 0 0 0 0 22 31 1 0 0 0 0 22 32 2 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 28 30 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018024
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24771824
ChEBI
CAS Number

Drug Properties

Molecular Weight	455.16
ALogP	0.7316
MLogP	2.89
XLogP	5.905
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	79.18
RO5 Violation	1