NPASS drugs

Drug Information

Drug ID:	NPD6955
Drug Name:
Molecular Formula:	C28H19FN4O8
Canonical SMILES:	CCOCn1cc(F)c(=O)n(c1=O)C(=O)c1cccc(c1)C(=O)Oc1nc(ccc1C#N)OC(=O)c1ccccc1
Standard InCHI:	InChI=1S/C28H19FN4O8/c1-2-39-16-32-15-21(29)25(35)33(28(32)38)24(34)18-9-6-10-19(13-18)27(37)41-23-20(14-30)11-12-22(31-23)40-26(36)17-7-4-3-5-8-17/h3-13,15H,2,16H2,1H3
Standard InCHIKey:	WTSKMKRYHATLLL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6955

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	326
0.1-0.2	2201
0.2-0.3	8774
0.3-0.4	4059
0.4-0.5	11519
0.5-0.6	3420
0.6-0.7	591
0.7-0.8	0
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
Remote Similarity	0.6942	NPC191310
Remote Similarity	0.694	NPC473449
Remote Similarity	0.688	NPC157931
Remote Similarity	0.6869	NPC44354
Remote Similarity	0.6861	NPC309498
Remote Similarity	0.6851	NPC471762
Remote Similarity	0.6851	NPC66777
Remote Similarity	0.6835	NPC471004
Remote Similarity	0.6816	NPC289086
Remote Similarity	0.6814	NPC470020
Remote Similarity	0.6803	NPC475533
Remote Similarity	0.6776	NPC475315
Remote Similarity	0.6776	NPC324619
Remote Similarity	0.6767	NPC128115
Remote Similarity	0.6743	NPC471825
Remote Similarity	0.6725	NPC236668
Remote Similarity	0.6723	NPC21638
Remote Similarity	0.6721	NPC75179
Remote Similarity	0.6719	NPC328928
Remote Similarity	0.6696	NPC4421
Remote Similarity	0.6696	NPC146976
Remote Similarity	0.6695	NPC472099
Remote Similarity	0.6681	NPC193238
Remote Similarity	0.6681	NPC473089
Remote Similarity	0.6681	NPC6576
Remote Similarity	0.6681	NPC264176
Remote Similarity	0.6681	NPC75600
Remote Similarity	0.6681	NPC212768
Remote Similarity	0.6681	NPC473115
Remote Similarity	0.6681	NPC24019
Remote Similarity	0.6681	NPC158020
Remote Similarity	0.668	NPC326930
Remote Similarity	0.668	NPC85879
Remote Similarity	0.668	NPC475301
Remote Similarity	0.668	NPC53255
Remote Similarity	0.6667	NPC280799
Remote Similarity	0.6667	NPC475816
Remote Similarity	0.6667	NPC257851
Remote Similarity	0.6667	NPC329631
Remote Similarity	0.6667	NPC269367
Remote Similarity	0.6653	NPC13603
Remote Similarity	0.6652	NPC298436
Remote Similarity	0.6639	NPC170751
Remote Similarity	0.6639	NPC311906
Remote Similarity	0.6639	NPC253675
Remote Similarity	0.6635	NPC84347
Remote Similarity	0.6626	NPC148896
Remote Similarity	0.6626	NPC180668
Remote Similarity	0.6626	NPC471013
Remote Similarity	0.6624	NPC323969
Remote Similarity	0.662	NPC194040
Remote Similarity	0.6609	NPC62367
Remote Similarity	0.6596	NPC477903
Remote Similarity	0.6596	NPC477912
Remote Similarity	0.6595	NPC148183
Remote Similarity	0.6595	NPC477909
Remote Similarity	0.6595	NPC42678
Remote Similarity	0.6595	NPC152768
Remote Similarity	0.6595	NPC477907
Remote Similarity	0.6591	NPC103230
Remote Similarity	0.6586	NPC10904
Remote Similarity	0.6582	NPC477899
Remote Similarity	0.6582	NPC477900
Remote Similarity	0.6581	NPC84815
Remote Similarity	0.6581	NPC301368
Remote Similarity	0.6581	NPC216428
Remote Similarity	0.6575	NPC473833
Remote Similarity	0.6574	NPC329982
Remote Similarity	0.6574	NPC471015
Remote Similarity	0.6568	NPC127720
Remote Similarity	0.6568	NPC127026
Remote Similarity	0.6568	NPC210434
Remote Similarity	0.6564	NPC300156
Remote Similarity	0.6561	NPC135950
Remote Similarity	0.6561	NPC146724
Remote Similarity	0.656	NPC67401
Remote Similarity	0.6555	NPC470018
Remote Similarity	0.6555	NPC148860
Remote Similarity	0.6553	NPC469439
Remote Similarity	0.6552	NPC16066
Remote Similarity	0.6552	NPC107287
Remote Similarity	0.6552	NPC264674
Remote Similarity	0.6548	NPC472435
Remote Similarity	0.6543	NPC108342
Remote Similarity	0.654	NPC471980
Remote Similarity	0.6537	NPC472098
Remote Similarity	0.6537	NPC323551
Remote Similarity	0.6537	NPC280473
Remote Similarity	0.6535	NPC4687
Remote Similarity	0.6535	NPC243850
Remote Similarity	0.6527	NPC74575
Remote Similarity	0.6525	NPC198503
Remote Similarity	0.6522	NPC318068
Remote Similarity	0.6518	NPC103361
Remote Similarity	0.6516	NPC189903
Remote Similarity	0.6516	NPC182907
Remote Similarity	0.6516	NPC477589
Remote Similarity	0.6516	NPC477587
Remote Similarity	0.6513	NPC97746
Remote Similarity	0.6513	NPC26881
Remote Similarity	0.6513	NPC328154
Remote Similarity	0.651	NPC191489
Remote Similarity	0.6509	NPC41724
Remote Similarity	0.6509	NPC51008
Remote Similarity	0.6504	NPC295898
Remote Similarity	0.6502	NPC90875
Remote Similarity	0.6498	NPC477788
Remote Similarity	0.6498	NPC235364
Remote Similarity	0.6496	NPC471016
Remote Similarity	0.6496	NPC6981
Remote Similarity	0.6495	NPC164340
Remote Similarity	0.6494	NPC137353
Remote Similarity	0.6493	NPC249614
Remote Similarity	0.6488	NPC233334
Remote Similarity	0.6488	NPC475720
Remote Similarity	0.6488	NPC474192
Remote Similarity	0.6488	NPC49547
Remote Similarity	0.6483	NPC477901
Remote Similarity	0.6482	NPC303374
Remote Similarity	0.6478	NPC124300
Remote Similarity	0.6476	NPC317572
Remote Similarity	0.6473	NPC127085
Remote Similarity	0.6473	NPC320748
Remote Similarity	0.6473	NPC324245
Remote Similarity	0.6473	NPC91125
Remote Similarity	0.6471	NPC129897
Remote Similarity	0.6471	NPC322482
Remote Similarity	0.6471	NPC472436
Remote Similarity	0.6468	NPC473041
Remote Similarity	0.6468	NPC294579
Remote Similarity	0.6468	NPC96321
Remote Similarity	0.6468	NPC144779
Remote Similarity	0.6466	NPC310618
Remote Similarity	0.6466	NPC476467
Remote Similarity	0.6463	NPC477585
Remote Similarity	0.6463	NPC475835
Remote Similarity	0.6463	NPC477586
Remote Similarity	0.6463	NPC477590
Remote Similarity	0.6463	NPC477588
Remote Similarity	0.6461	NPC22481
Remote Similarity	0.646	NPC328559
Remote Similarity	0.6458	NPC124029
Remote Similarity	0.6458	NPC211920
Remote Similarity	0.6453	NPC470306
Remote Similarity	0.6453	NPC207531
Remote Similarity	0.6452	NPC291609
Remote Similarity	0.6446	NPC474688
Remote Similarity	0.6444	NPC280714
Remote Similarity	0.6444	NPC477902
Remote Similarity	0.6441	NPC472555
Remote Similarity	0.6438	NPC316181
Remote Similarity	0.6438	NPC151781
Remote Similarity	0.6438	NPC74562
Remote Similarity	0.6435	NPC82548
Remote Similarity	0.6435	NPC470190
Remote Similarity	0.6432	NPC194740
Remote Similarity	0.6429	NPC216612
Remote Similarity	0.6429	NPC477911
Remote Similarity	0.6426	NPC206343
Remote Similarity	0.6426	NPC475408
Remote Similarity	0.6426	NPC169402
Remote Similarity	0.6426	NPC471014
Remote Similarity	0.6426	NPC477908
Remote Similarity	0.6423	NPC166722
Remote Similarity	0.6422	NPC220337
Remote Similarity	0.6422	NPC87413
Remote Similarity	0.6419	NPC45190
Remote Similarity	0.6417	NPC473506
Remote Similarity	0.6416	NPC79223
Remote Similarity	0.6416	NPC470279
Remote Similarity	0.6413	NPC220151
Remote Similarity	0.6413	NPC19692
Remote Similarity	0.6411	NPC72905
Remote Similarity	0.641	NPC477979
Remote Similarity	0.641	NPC50562
Remote Similarity	0.6409	NPC100734
Remote Similarity	0.6409	NPC315634
Remote Similarity	0.6409	NPC183805
Remote Similarity	0.6409	NPC88923
Remote Similarity	0.6408	NPC470017
Remote Similarity	0.6407	NPC472550
Remote Similarity	0.6407	NPC174672
Remote Similarity	0.6407	NPC48042
Remote Similarity	0.6407	NPC174758
Remote Similarity	0.6407	NPC304179
Remote Similarity	0.6405	NPC278525
Remote Similarity	0.64	NPC234933
Remote Similarity	0.6398	NPC187494
Remote Similarity	0.6398	NPC319556
Remote Similarity	0.6395	NPC111732
Remote Similarity	0.6395	NPC471978
Remote Similarity	0.6395	NPC472553
Remote Similarity	0.6395	NPC292517
Remote Similarity	0.6393	NPC473105
Remote Similarity	0.6391	NPC249583
Remote Similarity	0.639	NPC14116
Remote Similarity	0.639	NPC285411
Remote Similarity	0.639	NPC477787
Remote Similarity	0.639	NPC478078
Remote Similarity	0.639	NPC328186

Drug Structure

NPD6955 OpenBabel08211711352D 41 44 0 0 0 0 0 0 0 0999 V2000 0.8660 4.5000 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 -8.6603 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 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 -2.5981 1.5000 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 -9.5263 -3.5000 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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 2.5000 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 -1.7321 0.0000 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 -5.1962 -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 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 0.8660 -0.5000 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 -4.3301 -0.5000 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 2.5981 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 39 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 12 2 0 0 0 0 11 20 1 0 0 0 0 12 22 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 14 30 3 0 0 0 0 15 21 2 0 0 0 0 15 32 1 0 0 0 0 16 32 1 0 0 0 0 16 39 1 0 0 0 0 17 26 1 0 0 0 0 18 24 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 0 0 0 0 21 25 1 0 0 0 0 21 29 1 0 0 0 0 22 31 2 0 0 0 0 22 40 1 0 0 0 0 23 31 1 0 0 0 0 23 41 1 0 0 0 0 24 33 1 0 0 0 0 24 34 2 0 0 0 0 25 33 1 0 0 0 0 25 35 2 0 0 0 0 26 36 2 0 0 0 0 26 40 1 0 0 0 0 27 37 2 0 0 0 0 27 41 1 0 0 0 0 28 32 1 0 0 0 0 28 33 1 0 0 0 0 28 38 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002728
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	558.12
ALogP	-0.9615
MLogP	3.11
XLogP	5.454
HDA	10
HBD	0
Rotatable Bonds	13
TPSA	156.2
RO5 Violation	2