NPASS drugs

Drug Information

Drug ID:	NPD5399
Drug Name:	APD-334
Molecular Formula:	C23H15F3N4O4
Canonical SMILES:	N#Cc1cc(cc(c1)c1onc(n1)c1ccc2c(c1)c1CCC(c1[nH]2)CC(=O)O)OC(F)(F)F
Standard InCHI:	InChI=1S/C23H15F3N4O4/c24-23(25,26)33-15-6-11(10-27)5-14(7-15)22-29-21(30-34-22)13-2-4-18-17(8-13)16-3-1-12(9-19(31)32)20(16)28-18/h2,4-8,12,28H,1,3,9H2,(H,31,32)
Standard InCHIKey:	ODAGRTXRMUHDND-UHFFFAOYSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5399

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	480
0.1-0.2	2927
0.2-0.3	9905
0.3-0.4	6875
0.4-0.5	8592
0.5-0.6	1686
0.6-0.7	415
0.7-0.8	10
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	0.7269	NPC300156
Intermediate Similarity	0.7258	NPC471615
Intermediate Similarity	0.7224	NPC184408
Intermediate Similarity	0.7131	NPC39500
Intermediate Similarity	0.7119	NPC87413
Intermediate Similarity	0.7054	NPC45190
Intermediate Similarity	0.7036	NPC274640
Intermediate Similarity	0.7033	NPC118228
Intermediate Similarity	0.7025	NPC243850
Intermediate Similarity	0.7025	NPC4687
Remote Similarity	0.6996	NPC157931
Remote Similarity	0.6996	NPC257851
Remote Similarity	0.6972	NPC144452
Remote Similarity	0.696	NPC174760
Remote Similarity	0.6938	NPC473187
Remote Similarity	0.6932	NPC280799
Remote Similarity	0.6932	NPC9729
Remote Similarity	0.6926	NPC39679
Remote Similarity	0.6911	NPC187501
Remote Similarity	0.6908	NPC169402
Remote Similarity	0.6906	NPC51854
Remote Similarity	0.6899	NPC39370
Remote Similarity	0.6887	NPC473186
Remote Similarity	0.6877	NPC51388
Remote Similarity	0.6853	NPC48317
Remote Similarity	0.6852	NPC74619
Remote Similarity	0.6834	NPC208898
Remote Similarity	0.6832	NPC475844
Remote Similarity	0.6827	NPC116238
Remote Similarity	0.6816	NPC249583
Remote Similarity	0.6816	NPC321428
Remote Similarity	0.6811	NPC130570
Remote Similarity	0.6784	NPC179287
Remote Similarity	0.6783	NPC474688
Remote Similarity	0.677	NPC471762
Remote Similarity	0.6759	NPC150239
Remote Similarity	0.6759	NPC225279
Remote Similarity	0.6757	NPC132329
Remote Similarity	0.6753	NPC63109
Remote Similarity	0.6746	NPC247803
Remote Similarity	0.6746	NPC46561
Remote Similarity	0.6733	NPC3207
Remote Similarity	0.6719	NPC208084
Remote Similarity	0.6718	NPC474701
Remote Similarity	0.6718	NPC15801
Remote Similarity	0.6705	NPC315822
Remote Similarity	0.6695	NPC160381
Remote Similarity	0.6693	NPC276657
Remote Similarity	0.668	NPC283117
Remote Similarity	0.668	NPC308137
Remote Similarity	0.668	NPC310211
Remote Similarity	0.6679	NPC295452
Remote Similarity	0.6679	NPC303374
Remote Similarity	0.6679	NPC171393
Remote Similarity	0.6654	NPC478083
Remote Similarity	0.6642	NPC89549
Remote Similarity	0.6641	NPC66777
Remote Similarity	0.6641	NPC194740
Remote Similarity	0.664	NPC9894
Remote Similarity	0.664	NPC294375
Remote Similarity	0.6629	NPC78609
Remote Similarity	0.6629	NPC160898
Remote Similarity	0.6614	NPC96321
Remote Similarity	0.6604	NPC475816
Remote Similarity	0.6591	NPC6786
Remote Similarity	0.6587	NPC31700
Remote Similarity	0.6577	NPC311906
Remote Similarity	0.6565	NPC475720
Remote Similarity	0.6565	NPC474192
Remote Similarity	0.6562	NPC132642
Remote Similarity	0.6562	NPC323969
Remote Similarity	0.6549	NPC264285
Remote Similarity	0.6543	NPC475666
Remote Similarity	0.6538	NPC187145
Remote Similarity	0.6537	NPC198503
Remote Similarity	0.6535	NPC62995
Remote Similarity	0.6535	NPC170114
Remote Similarity	0.6534	NPC471304
Remote Similarity	0.6531	NPC280714
Remote Similarity	0.6531	NPC128823
Remote Similarity	0.6519	NPC17437
Remote Similarity	0.6517	NPC477066
Remote Similarity	0.6512	NPC16352
Remote Similarity	0.651	NPC293151
Remote Similarity	0.6507	NPC473188
Remote Similarity	0.6506	NPC81939
Remote Similarity	0.6502	NPC276517
Remote Similarity	0.6498	NPC86078
Remote Similarity	0.6496	NPC470549
Remote Similarity	0.6496	NPC478080
Remote Similarity	0.6493	NPC478081
Remote Similarity	0.6493	NPC478082
Remote Similarity	0.6493	NPC477067
Remote Similarity	0.6489	NPC116622
Remote Similarity	0.6484	NPC303658
Remote Similarity	0.6482	NPC94157
Remote Similarity	0.648	NPC270918
Remote Similarity	0.6475	NPC478078
Remote Similarity	0.6473	NPC477532
Remote Similarity	0.6468	NPC199667
Remote Similarity	0.646	NPC329982
Remote Similarity	0.6459	NPC74360
Remote Similarity	0.6459	NPC473179
Remote Similarity	0.6454	NPC210828
Remote Similarity	0.6454	NPC86834
Remote Similarity	0.645	NPC252251
Remote Similarity	0.6449	NPC70956
Remote Similarity	0.6449	NPC243834
Remote Similarity	0.6448	NPC220851
Remote Similarity	0.6444	NPC77101
Remote Similarity	0.6443	NPC23294
Remote Similarity	0.6439	NPC102593
Remote Similarity	0.6439	NPC196718
Remote Similarity	0.6434	NPC131017
Remote Similarity	0.6432	NPC242928
Remote Similarity	0.6431	NPC473540
Remote Similarity	0.6429	NPC284102
Remote Similarity	0.6429	NPC473181
Remote Similarity	0.6426	NPC209174
Remote Similarity	0.6426	NPC223427
Remote Similarity	0.642	NPC473041
Remote Similarity	0.6417	NPC473180
Remote Similarity	0.6417	NPC194040
Remote Similarity	0.6414	NPC193238
Remote Similarity	0.6414	NPC193777
Remote Similarity	0.641	NPC165964
Remote Similarity	0.6409	NPC60621
Remote Similarity	0.6406	NPC469928
Remote Similarity	0.6406	NPC152768
Remote Similarity	0.6406	NPC148183
Remote Similarity	0.6404	NPC235685
Remote Similarity	0.6403	NPC303951
Remote Similarity	0.6402	NPC477531
Remote Similarity	0.6393	NPC475190
Remote Similarity	0.6392	NPC282247
Remote Similarity	0.6381	NPC101350
Remote Similarity	0.6377	NPC207686
Remote Similarity	0.6374	NPC91868
Remote Similarity	0.6374	NPC227908
Remote Similarity	0.6374	NPC63971
Remote Similarity	0.6371	NPC88363
Remote Similarity	0.6367	NPC470017
Remote Similarity	0.6367	NPC478006
Remote Similarity	0.6367	NPC16066
Remote Similarity	0.636	NPC134848
Remote Similarity	0.6356	NPC67288
Remote Similarity	0.635	NPC473185
Remote Similarity	0.6343	NPC470022
Remote Similarity	0.6342	NPC322064
Remote Similarity	0.6341	NPC472588
Remote Similarity	0.6339	NPC269367
Remote Similarity	0.6332	NPC288987
Remote Similarity	0.633	NPC253675
Remote Similarity	0.6324	NPC208522
Remote Similarity	0.632	NPC475085
Remote Similarity	0.632	NPC475112
Remote Similarity	0.632	NPC291535
Remote Similarity	0.6318	NPC305984
Remote Similarity	0.6316	NPC156704
Remote Similarity	0.6314	NPC303225
Remote Similarity	0.6314	NPC82370
Remote Similarity	0.631	NPC196449
Remote Similarity	0.631	NPC260909
Remote Similarity	0.631	NPC314222
Remote Similarity	0.6308	NPC472099
Remote Similarity	0.6308	NPC216369
Remote Similarity	0.6308	NPC272174
Remote Similarity	0.6307	NPC473189
Remote Similarity	0.6305	NPC213308
Remote Similarity	0.6301	NPC477633
Remote Similarity	0.63	NPC178858
Remote Similarity	0.6295	NPC162484
Remote Similarity	0.6295	NPC472589
Remote Similarity	0.6292	NPC473105
Remote Similarity	0.6292	NPC176127
Remote Similarity	0.629	NPC131887
Remote Similarity	0.6289	NPC48353
Remote Similarity	0.6289	NPC471603
Remote Similarity	0.6289	NPC472098
Remote Similarity	0.6286	NPC191489
Remote Similarity	0.6285	NPC237901
Remote Similarity	0.6285	NPC195788
Remote Similarity	0.6284	NPC473317
Remote Similarity	0.6284	NPC474896
Remote Similarity	0.628	NPC476044
Remote Similarity	0.628	NPC471944
Remote Similarity	0.6279	NPC36405
Remote Similarity	0.6277	NPC161801
Remote Similarity	0.6274	NPC125597
Remote Similarity	0.6269	NPC325976
Remote Similarity	0.6268	NPC473800
Remote Similarity	0.6268	NPC67401
Remote Similarity	0.6268	NPC181081
Remote Similarity	0.6265	NPC207866
Remote Similarity	0.6265	NPC89508
Remote Similarity	0.626	NPC31097
Remote Similarity	0.6255	NPC312645
Remote Similarity	0.625	NPC470018
Remote Similarity	0.625	NPC208284
Remote Similarity	0.6245	NPC476106

Drug Structure

NPD5399 OpenBabel08211708292D 36 40 0 0 1 0 0 0 0 0999 V2000 -6.0775 1.2666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9843 2.6860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2709 0.8018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8091 3.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9360 1.9185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5472 1.2012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1203 0.1645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8091 1.2573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8915 2.6924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3628 2.9552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0775 2.2190 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9843 1.7335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5218 0.9883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1330 0.2709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4526 1.2676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6339 1.7335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6339 2.6860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5933 2.0645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2591 2.6848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1025 1.2244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5091 0.8818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7442 -0.4464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5680 0.1521 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.6378 0.5663 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.3428 -1.2702 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.7770 3.8854 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4405 3.1507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1722 1.6386 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9960 0.2117 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.4879 2.3582 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4003 1.1428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7315 -0.5529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4374 4.1507 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1020 0.5149 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 12 1 0 0 0 0 2 4 2 0 0 0 0 2 13 1 0 0 0 0 3 16 1 0 0 0 0 4 18 1 0 0 0 0 5 11 2 0 0 0 0 5 14 1 0 0 0 0 6 11 1 0 0 0 0 6 15 2 0 0 0 0 7 14 2 0 0 0 0 7 15 1 0 0 0 0 8 13 2 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 27 3 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 33 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 17 18 2 0 0 0 0 18 28 1 0 0 0 0 19 31 2 0 0 0 0 19 32 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 21 30 2 0 0 0 0 22 29 2 0 0 0 0 22 34 1 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 23 33 1 0 0 0 0 28 35 1 0 0 0 0 30 34 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013922
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	468.10
ALogP	1.3516
MLogP	2.78
XLogP	4.515
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	125.03
RO5 Violation	0