NPASS drugs

Drug Information

Drug ID:	NPD4894
Drug Name:	R-71762
Molecular Formula:	C22H20F2N4O4
Canonical SMILES:	FCC1COc2c3n1cc(C(=O)O)c(=O)c3cc(c2N1CCN(CC1)c1ccccn1)F
Standard InCHI:	InChI=1S/C22H20F2N4O4/c23-10-13-12-32-21-18-14(20(29)15(22(30)31)11-28(13)18)9-16(24)19(21)27-7-5-26(6-8-27)17-3-1-2-4-25-17/h1-4,9,11,13H,5-8,10,12H2,(H,30,31)
Standard InCHIKey:	FASWMSDWHLSHQI-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4894

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	407
0.1-0.2	3013
0.2-0.3	9481
0.3-0.4	5920
0.4-0.5	9513
0.5-0.6	1908
0.6-0.7	641
0.7-0.8	7
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	0.7922	NPC329567
Intermediate Similarity	0.7922	NPC330683
Intermediate Similarity	0.7181	NPC208522
Intermediate Similarity	0.7059	NPC49547
Intermediate Similarity	0.7036	NPC74575
Intermediate Similarity	0.7031	NPC329631
Intermediate Similarity	0.702	NPC477112
Remote Similarity	0.6996	NPC470018
Remote Similarity	0.6996	NPC161801
Remote Similarity	0.695	NPC472061
Remote Similarity	0.6908	NPC72905
Remote Similarity	0.6902	NPC257851
Remote Similarity	0.6889	NPC74619
Remote Similarity	0.6885	NPC470022
Remote Similarity	0.6868	NPC196449
Remote Similarity	0.6868	NPC314222
Remote Similarity	0.6867	NPC285923
Remote Similarity	0.6846	NPC470017
Remote Similarity	0.6818	NPC142385
Remote Similarity	0.6798	NPC472099
Remote Similarity	0.6791	NPC137353
Remote Similarity	0.6788	NPC132385
Remote Similarity	0.6784	NPC322482
Remote Similarity	0.6774	NPC309845
Remote Similarity	0.677	NPC157931
Remote Similarity	0.677	NPC186351
Remote Similarity	0.676	NPC317752
Remote Similarity	0.6733	NPC237740
Remote Similarity	0.6727	NPC152620
Remote Similarity	0.6721	NPC193238
Remote Similarity	0.672	NPC472098
Remote Similarity	0.672	NPC318299
Remote Similarity	0.6716	NPC270515
Remote Similarity	0.6691	NPC53534
Remote Similarity	0.668	NPC216612
Remote Similarity	0.6679	NPC227824
Remote Similarity	0.6679	NPC148889
Remote Similarity	0.6667	NPC258048
Remote Similarity	0.6667	NPC103687
Remote Similarity	0.6667	NPC30540
Remote Similarity	0.6667	NPC132631
Remote Similarity	0.6654	NPC171393
Remote Similarity	0.6654	NPC477549
Remote Similarity	0.6654	NPC295452
Remote Similarity	0.6654	NPC314270
Remote Similarity	0.6642	NPC107123
Remote Similarity	0.6642	NPC310618
Remote Similarity	0.664	NPC47059
Remote Similarity	0.664	NPC329708
Remote Similarity	0.664	NPC274291
Remote Similarity	0.664	NPC118832
Remote Similarity	0.664	NPC470020
Remote Similarity	0.664	NPC165349
Remote Similarity	0.664	NPC264166
Remote Similarity	0.6629	NPC291609
Remote Similarity	0.6615	NPC471762
Remote Similarity	0.6613	NPC317373
Remote Similarity	0.6599	NPC317572
Remote Similarity	0.6593	NPC478045
Remote Similarity	0.6592	NPC124300
Remote Similarity	0.6588	NPC184408
Remote Similarity	0.6587	NPC264176
Remote Similarity	0.6575	NPC147983
Remote Similarity	0.6575	NPC177996
Remote Similarity	0.6573	NPC327592
Remote Similarity	0.6569	NPC478083
Remote Similarity	0.6567	NPC316224
Remote Similarity	0.6562	NPC17565
Remote Similarity	0.6561	NPC250448
Remote Similarity	0.6557	NPC329982
Remote Similarity	0.6557	NPC90229
Remote Similarity	0.6552	NPC318183
Remote Similarity	0.6549	NPC469727
Remote Similarity	0.6548	NPC220337
Remote Similarity	0.6544	NPC67401
Remote Similarity	0.6544	NPC56271
Remote Similarity	0.6543	NPC202812
Remote Similarity	0.6537	NPC128115
Remote Similarity	0.6536	NPC478010
Remote Similarity	0.6536	NPC478009
Remote Similarity	0.6533	NPC472435
Remote Similarity	0.6527	NPC116622
Remote Similarity	0.6525	NPC65277
Remote Similarity	0.6522	NPC478006
Remote Similarity	0.6519	NPC469734
Remote Similarity	0.6515	NPC172222
Remote Similarity	0.6513	NPC478078
Remote Similarity	0.651	NPC476161
Remote Similarity	0.6506	NPC289086
Remote Similarity	0.6506	NPC75179
Remote Similarity	0.6504	NPC123395
Remote Similarity	0.6502	NPC260434
Remote Similarity	0.6502	NPC230403
Remote Similarity	0.65	NPC315467
Remote Similarity	0.6493	NPC475844
Remote Similarity	0.6491	NPC39370
Remote Similarity	0.6489	NPC274640
Remote Similarity	0.6489	NPC66777
Remote Similarity	0.6488	NPC179896
Remote Similarity	0.6475	NPC135950
Remote Similarity	0.6473	NPC54066
Remote Similarity	0.6473	NPC477901
Remote Similarity	0.6471	NPC146976
Remote Similarity	0.6462	NPC472436
Remote Similarity	0.6457	NPC111732
Remote Similarity	0.6455	NPC41501
Remote Similarity	0.6452	NPC471978
Remote Similarity	0.6449	NPC472116
Remote Similarity	0.6447	NPC165964
Remote Similarity	0.6445	NPC148183
Remote Similarity	0.6445	NPC152768
Remote Similarity	0.6439	NPC474688
Remote Similarity	0.6439	NPC477906
Remote Similarity	0.6437	NPC21638
Remote Similarity	0.6437	NPC103361
Remote Similarity	0.6434	NPC218388
Remote Similarity	0.6431	NPC473639
Remote Similarity	0.6431	NPC39500
Remote Similarity	0.6431	NPC476287
Remote Similarity	0.6431	NPC236668
Remote Similarity	0.6426	NPC328596
Remote Similarity	0.6426	NPC328318
Remote Similarity	0.6423	NPC235364
Remote Similarity	0.6421	NPC148896
Remote Similarity	0.6421	NPC180668
Remote Similarity	0.6421	NPC471013
Remote Similarity	0.642	NPC92803
Remote Similarity	0.6415	NPC473186
Remote Similarity	0.6414	NPC309498
Remote Similarity	0.6413	NPC85879
Remote Similarity	0.6413	NPC53255
Remote Similarity	0.6405	NPC18890
Remote Similarity	0.6405	NPC44354
Remote Similarity	0.6395	NPC173080
Remote Similarity	0.6393	NPC328928
Remote Similarity	0.639	NPC13603
Remote Similarity	0.6389	NPC472789
Remote Similarity	0.6389	NPC314297
Remote Similarity	0.6389	NPC315545
Remote Similarity	0.6387	NPC472066
Remote Similarity	0.6387	NPC472067
Remote Similarity	0.6387	NPC472031
Remote Similarity	0.6387	NPC26543
Remote Similarity	0.6383	NPC471979
Remote Similarity	0.6382	NPC109922
Remote Similarity	0.6381	NPC15801
Remote Similarity	0.6381	NPC471192
Remote Similarity	0.6381	NPC62995
Remote Similarity	0.638	NPC473833
Remote Similarity	0.638	NPC191489
Remote Similarity	0.6377	NPC314882
Remote Similarity	0.6375	NPC207851
Remote Similarity	0.6374	NPC472068
Remote Similarity	0.6374	NPC26881
Remote Similarity	0.6374	NPC477902
Remote Similarity	0.6374	NPC477900
Remote Similarity	0.6374	NPC477899
Remote Similarity	0.6371	NPC315804
Remote Similarity	0.6371	NPC313804
Remote Similarity	0.637	NPC99891
Remote Similarity	0.6367	NPC316181
Remote Similarity	0.6367	NPC151781
Remote Similarity	0.6367	NPC74562
Remote Similarity	0.6364	NPC194740
Remote Similarity	0.6364	NPC478011
Remote Similarity	0.6364	NPC82548
Remote Similarity	0.6364	NPC478012
Remote Similarity	0.636	NPC144452
Remote Similarity	0.636	NPC57398
Remote Similarity	0.6357	NPC244425
Remote Similarity	0.6357	NPC15384
Remote Similarity	0.6357	NPC215837
Remote Similarity	0.6354	NPC303374
Remote Similarity	0.6353	NPC72956
Remote Similarity	0.6353	NPC146418
Remote Similarity	0.635	NPC91868
Remote Similarity	0.635	NPC63971
Remote Similarity	0.6349	NPC313796
Remote Similarity	0.6349	NPC314855
Remote Similarity	0.6349	NPC472111
Remote Similarity	0.6349	NPC313345
Remote Similarity	0.6349	NPC315638
Remote Similarity	0.6348	NPC314056
Remote Similarity	0.6342	NPC118228
Remote Similarity	0.6341	NPC146724
Remote Similarity	0.6341	NPC198401
Remote Similarity	0.6341	NPC314176
Remote Similarity	0.634	NPC91125
Remote Similarity	0.634	NPC24019
Remote Similarity	0.6337	NPC178858
Remote Similarity	0.6336	NPC205372
Remote Similarity	0.6336	NPC94842
Remote Similarity	0.6336	NPC122436
Remote Similarity	0.6336	NPC314633
Remote Similarity	0.6335	NPC475774
Remote Similarity	0.6331	NPC112937
Remote Similarity	0.633	NPC220852
Remote Similarity	0.6328	NPC118940
Remote Similarity	0.6328	NPC153980
Remote Similarity	0.6328	NPC6865

Drug Structure

NPD4894 OpenBabel08211706322D 33 37 0 0 1 0 0 0 0 0999 V2000 4.3717 2.8013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8583 1.9585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3985 2.8013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3717 1.1157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4521 1.1157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4521 2.8013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4789 1.1157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4789 2.8013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5356 1.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8570 -2.4472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5579 -1.4490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0095 -0.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8582 -1.4682 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5459 0.4999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3981 -0.9579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6906 1.9631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9119 1.9585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7057 0.0088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8505 1.4719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3938 0.0140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8452 0.4941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2422 -1.4397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1112 -2.5919 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.6858 2.9396 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.3985 1.1157 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9387 1.9585 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0076 1.9585 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7034 -0.9741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2383 0.5016 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0815 -0.9496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2469 -2.4116 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 -5.0910 -2.8935 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 25 2 0 0 0 0 5 7 1 0 0 0 0 5 26 1 0 0 0 0 6 8 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 27 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 15 2 0 0 0 0 11 28 1 0 0 0 0 12 13 1 0 0 0 0 12 32 1 0 0 0 0 13 28 1 0 0 0 0 14 18 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 17 26 1 0 0 0 0 18 21 2 0 0 0 0 18 28 1 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 20 29 2 0 0 0 0 21 32 1 0 0 0 0 22 30 2 0 0 0 0 22 31 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001276
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.15
ALogP	0.1117
MLogP	2.78
XLogP	3.131
HDA	7
HBD	1
Rotatable Bonds	7
TPSA	86.21
RO5 Violation	0