NPASS drugs

Drug Information

Drug ID:	NPD2947
Drug Name:
Molecular Formula:	C18H21FN4O3
Canonical SMILES:	Fc1cc2c(nc1N1C[C@H]3C[C@@H]1CN3)n(cc(c2=O)C(=O)O)C(C)(C)C
Standard InCHI:	InChI=1S/C18H21FN4O3/c1-18(2,3)23-8-12(17(25)26)14(24)11-5-13(19)16(21-15(11)23)22-7-9-4-10(22)6-20-9/h5,8-10,20H,4,6-7H2,1-3H3,(H,25,26)/t9-,10-/m1/s1
Standard InCHIKey:	KNHLHFDFFDCJJR-NXEZZACHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2947

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	237
0.1-0.2	2028
0.2-0.3	11522
0.3-0.4	12476
0.4-0.5	2308
0.5-0.6	1956
0.6-0.7	360
0.7-0.8	2
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	0.827	NPC285923
Intermediate Similarity	0.7264	NPC202812
Intermediate Similarity	0.7047	NPC292265
Remote Similarity	0.6884	NPC6865
Remote Similarity	0.6884	NPC153980
Remote Similarity	0.6866	NPC147983
Remote Similarity	0.6866	NPC177996
Remote Similarity	0.6854	NPC270241
Remote Similarity	0.6837	NPC72956
Remote Similarity	0.6808	NPC471155
Remote Similarity	0.6761	NPC471191
Remote Similarity	0.6761	NPC225400
Remote Similarity	0.6729	NPC470786
Remote Similarity	0.6729	NPC243850
Remote Similarity	0.6729	NPC472538
Remote Similarity	0.6728	NPC471194
Remote Similarity	0.6728	NPC471193
Remote Similarity	0.6714	NPC106118
Remote Similarity	0.6712	NPC471192
Remote Similarity	0.6701	NPC318183
Remote Similarity	0.67	NPC316141
Remote Similarity	0.6639	NPC74619
Remote Similarity	0.6636	NPC473376
Remote Similarity	0.662	NPC116555
Remote Similarity	0.6618	NPC476341
Remote Similarity	0.6603	NPC19692
Remote Similarity	0.6603	NPC220151
Remote Similarity	0.6573	NPC471944
Remote Similarity	0.6569	NPC21429
Remote Similarity	0.6522	NPC175474
Remote Similarity	0.6504	NPC229893
Remote Similarity	0.6502	NPC471198
Remote Similarity	0.6493	NPC470787
Remote Similarity	0.6493	NPC472293
Remote Similarity	0.6493	NPC472539
Remote Similarity	0.6493	NPC472540
Remote Similarity	0.6488	NPC46895
Remote Similarity	0.6476	NPC269886
Remote Similarity	0.6476	NPC81802
Remote Similarity	0.6476	NPC247735
Remote Similarity	0.6476	NPC472295
Remote Similarity	0.6476	NPC472210
Remote Similarity	0.6471	NPC54744
Remote Similarity	0.6468	NPC285192
Remote Similarity	0.6462	NPC472542
Remote Similarity	0.6462	NPC472541
Remote Similarity	0.646	NPC220851
Remote Similarity	0.6457	NPC471197
Remote Similarity	0.6453	NPC219336
Remote Similarity	0.6444	NPC272174
Remote Similarity	0.6441	NPC295452
Remote Similarity	0.6441	NPC171393
Remote Similarity	0.6436	NPC476419
Remote Similarity	0.6435	NPC295548
Remote Similarity	0.6429	NPC472292
Remote Similarity	0.6429	NPC477418
Remote Similarity	0.6429	NPC477420
Remote Similarity	0.6425	NPC135601
Remote Similarity	0.6425	NPC17273
Remote Similarity	0.6425	NPC141612
Remote Similarity	0.6422	NPC91179
Remote Similarity	0.6422	NPC61011
Remote Similarity	0.6419	NPC98864
Remote Similarity	0.6415	NPC472116
Remote Similarity	0.6404	NPC183662
Remote Similarity	0.6404	NPC14849
Remote Similarity	0.6404	NPC15573
Remote Similarity	0.6404	NPC217372
Remote Similarity	0.6402	NPC472297
Remote Similarity	0.6402	NPC472296
Remote Similarity	0.64	NPC472118
Remote Similarity	0.6396	NPC282247
Remote Similarity	0.6393	NPC71238
Remote Similarity	0.6388	NPC31097
Remote Similarity	0.6385	NPC471199
Remote Similarity	0.6384	NPC267811
Remote Similarity	0.638	NPC54981
Remote Similarity	0.6379	NPC89987
Remote Similarity	0.6364	NPC63199
Remote Similarity	0.6364	NPC321708
Remote Similarity	0.6364	NPC111602
Remote Similarity	0.6364	NPC196251
Remote Similarity	0.6364	NPC102338
Remote Similarity	0.6356	NPC248601
Remote Similarity	0.6355	NPC195457
Remote Similarity	0.6355	NPC248782
Remote Similarity	0.6355	NPC52557
Remote Similarity	0.6344	NPC474896
Remote Similarity	0.6338	NPC79356
Remote Similarity	0.6338	NPC102592
Remote Similarity	0.6338	NPC245916
Remote Similarity	0.6333	NPC314333
Remote Similarity	0.6327	NPC63109
Remote Similarity	0.6324	NPC83774
Remote Similarity	0.6318	NPC476524
Remote Similarity	0.6316	NPC17059
Remote Similarity	0.6313	NPC143977
Remote Similarity	0.6308	NPC473814
Remote Similarity	0.6308	NPC209362
Remote Similarity	0.6308	NPC78767
Remote Similarity	0.6305	NPC469529
Remote Similarity	0.6305	NPC328611
Remote Similarity	0.6302	NPC105811
Remote Similarity	0.6298	NPC133003
Remote Similarity	0.6298	NPC311282
Remote Similarity	0.6296	NPC249150
Remote Similarity	0.6296	NPC81654
Remote Similarity	0.6296	NPC195461
Remote Similarity	0.6296	NPC49196
Remote Similarity	0.6296	NPC79129
Remote Similarity	0.6296	NPC313985
Remote Similarity	0.6296	NPC121327
Remote Similarity	0.6293	NPC182057
Remote Similarity	0.6293	NPC147298
Remote Similarity	0.6293	NPC131450
Remote Similarity	0.6291	NPC93390
Remote Similarity	0.6283	NPC467188
Remote Similarity	0.6279	NPC50503
Remote Similarity	0.6279	NPC474916
Remote Similarity	0.6269	NPC46359
Remote Similarity	0.6269	NPC123906
Remote Similarity	0.6263	NPC100104
Remote Similarity	0.6263	NPC470680
Remote Similarity	0.6262	NPC88110
Remote Similarity	0.6262	NPC292361
Remote Similarity	0.6262	NPC469896
Remote Similarity	0.6261	NPC187255
Remote Similarity	0.6256	NPC472112
Remote Similarity	0.6256	NPC251391
Remote Similarity	0.625	NPC241024
Remote Similarity	0.625	NPC471130
Remote Similarity	0.625	NPC469814
Remote Similarity	0.625	NPC103361
Remote Similarity	0.625	NPC203635
Remote Similarity	0.6244	NPC213914
Remote Similarity	0.6239	NPC15384
Remote Similarity	0.6239	NPC244425
Remote Similarity	0.6238	NPC278434
Remote Similarity	0.6238	NPC472323
Remote Similarity	0.6238	NPC471943
Remote Similarity	0.6233	NPC227582
Remote Similarity	0.6233	NPC141454
Remote Similarity	0.6232	NPC113626
Remote Similarity	0.623	NPC471536
Remote Similarity	0.6221	NPC312870
Remote Similarity	0.6221	NPC294909
Remote Similarity	0.6221	NPC199851
Remote Similarity	0.6221	NPC214428
Remote Similarity	0.6221	NPC254240
Remote Similarity	0.6221	NPC128265
Remote Similarity	0.622	NPC476423
Remote Similarity	0.6216	NPC478158
Remote Similarity	0.6214	NPC164340
Remote Similarity	0.6212	NPC36495
Remote Similarity	0.6212	NPC474492
Remote Similarity	0.621	NPC317701
Remote Similarity	0.6207	NPC157931
Remote Similarity	0.6207	NPC355
Remote Similarity	0.6207	NPC287795
Remote Similarity	0.6205	NPC110182
Remote Similarity	0.6205	NPC70406
Remote Similarity	0.6202	NPC243058
Remote Similarity	0.6202	NPC470205
Remote Similarity	0.6202	NPC159125
Remote Similarity	0.6198	NPC167400
Remote Similarity	0.6197	NPC55493
Remote Similarity	0.6195	NPC62995
Remote Similarity	0.6195	NPC267885
Remote Similarity	0.6195	NPC475607
Remote Similarity	0.6193	NPC84317
Remote Similarity	0.619	NPC235684
Remote Similarity	0.6184	NPC15840
Remote Similarity	0.6184	NPC73994
Remote Similarity	0.6184	NPC48317
Remote Similarity	0.618	NPC471762
Remote Similarity	0.6179	NPC324091
Remote Similarity	0.6179	NPC329858
Remote Similarity	0.6179	NPC154339
Remote Similarity	0.6179	NPC83111
Remote Similarity	0.6173	NPC295021
Remote Similarity	0.6172	NPC470003
Remote Similarity	0.6171	NPC476525
Remote Similarity	0.6168	NPC45850
Remote Similarity	0.6168	NPC267343
Remote Similarity	0.6165	NPC284775
Remote Similarity	0.6165	NPC474081
Remote Similarity	0.6164	NPC57398
Remote Similarity	0.6161	NPC473815
Remote Similarity	0.6157	NPC74153
Remote Similarity	0.615	NPC88970
Remote Similarity	0.6147	NPC252338
Remote Similarity	0.6147	NPC64216
Remote Similarity	0.6147	NPC476817
Remote Similarity	0.6146	NPC203468
Remote Similarity	0.6146	NPC110500
Remote Similarity	0.6146	NPC248862
Remote Similarity	0.6146	NPC149155
Remote Similarity	0.6146	NPC475594
Remote Similarity	0.6143	NPC469743
Remote Similarity	0.6143	NPC61038

Drug Structure

NPD2947 OpenBabel08211702562D 28 31 0 0 1 0 0 0 0 0999 V2000 -0.5354 -2.0096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3307 -2.5096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4646 -3.0096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5742 1.0885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4646 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4277 1.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6231 -0.2205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9646 -1.1435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5742 0.0885 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6231 1.3975 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9646 0.5885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4646 -0.2775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5354 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9646 0.5885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4646 -0.2775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0354 0.5885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4646 -0.2775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4646 -2.0096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0354 2.3206 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.9033 0.8276 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5354 -0.2775 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0354 0.5885 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9646 -1.1435 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4646 1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9646 0.5885 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9646 -1.1435 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8978 0.9321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9646 -1.1435 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 18 1 0 0 0 0 5 11 2 0 0 0 0 5 13 1 0 0 0 0 6 10 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 22 1 0 0 0 0 8 12 2 0 0 0 0 8 23 1 0 0 0 0 9 4 1 1 0 0 0 9 20 1 0 0 0 0 10 4 1 1 0 0 0 10 22 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 24 2 0 0 0 0 15 21 2 0 0 0 0 15 23 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 23 1 0 0 0 0 20 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016496
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	163995
ChEBI
CAS Number

Drug Properties

Molecular Weight	360.16
ALogP	0.0013
MLogP	2.56
XLogP	2.571
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	85.77
RO5 Violation	0