NPASS drugs

Drug Information

Drug ID:	NPD3425
Drug Name:	CFC-222
Molecular Formula:	C19H21FN4O3
Canonical SMILES:	N[C@@H]1C[C@]2([C@@H]1CN(C2)c1nc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O)C
Standard InCHI:	InChI=1S/C19H21FN4O3/c1-19-5-14(21)12(19)7-23(8-19)17-13(20)4-10-15(25)11(18(26)27)6-24(9-2-3-9)16(10)22-17/h4,6,9,12,14H,2-3,5,7-8,21H2,1H3,(H,26,27)/t12-,14-,19-/m1/s1
Standard InCHIKey:	WNVIWAUAXKEKKF-BBEGDGIKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3425

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	239
0.1-0.2	1719
0.2-0.3	10085
0.3-0.4	13961
0.4-0.5	2699
0.5-0.6	1907
0.6-0.7	279
0.7-0.8	0
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	0.8226	NPC285923
Remote Similarity	0.6976	NPC202812
Remote Similarity	0.6923	NPC292265
Remote Similarity	0.6698	NPC243850
Remote Similarity	0.6697	NPC6865
Remote Similarity	0.6697	NPC153980
Remote Similarity	0.6667	NPC316141
Remote Similarity	0.6651	NPC72956
Remote Similarity	0.6606	NPC177996
Remote Similarity	0.6606	NPC147983
Remote Similarity	0.6574	NPC471191
Remote Similarity	0.6545	NPC471193
Remote Similarity	0.6545	NPC471194
Remote Similarity	0.654	NPC472293
Remote Similarity	0.6538	NPC314333
Remote Similarity	0.6532	NPC471192
Remote Similarity	0.6524	NPC472210
Remote Similarity	0.6524	NPC81802
Remote Similarity	0.6524	NPC269886
Remote Similarity	0.6524	NPC247735
Remote Similarity	0.6524	NPC472295
Remote Similarity	0.65	NPC318183
Remote Similarity	0.6493	NPC19692
Remote Similarity	0.6493	NPC220151
Remote Similarity	0.6476	NPC472292
Remote Similarity	0.6449	NPC472297
Remote Similarity	0.6449	NPC472296
Remote Similarity	0.6449	NPC241024
Remote Similarity	0.6425	NPC476341
Remote Similarity	0.6411	NPC175474
Remote Similarity	0.6408	NPC159125
Remote Similarity	0.6402	NPC52557
Remote Similarity	0.6398	NPC55493
Remote Similarity	0.6393	NPC472538
Remote Similarity	0.6393	NPC471155
Remote Similarity	0.6389	NPC471944
Remote Similarity	0.6385	NPC472116
Remote Similarity	0.6381	NPC329858
Remote Similarity	0.6377	NPC21429
Remote Similarity	0.6377	NPC46895
Remote Similarity	0.6372	NPC106118
Remote Similarity	0.6364	NPC270241
Remote Similarity	0.6347	NPC225400
Remote Similarity	0.6318	NPC470786
Remote Similarity	0.6313	NPC98864
Remote Similarity	0.6311	NPC61011
Remote Similarity	0.6301	NPC473376
Remote Similarity	0.6293	NPC474081
Remote Similarity	0.6288	NPC220851
Remote Similarity	0.6279	NPC473814
Remote Similarity	0.6279	NPC78767
Remote Similarity	0.6276	NPC209362
Remote Similarity	0.6275	NPC74619
Remote Similarity	0.6269	NPC105811
Remote Similarity	0.6268	NPC311282
Remote Similarity	0.6267	NPC214428
Remote Similarity	0.6262	NPC93390
Remote Similarity	0.6262	NPC219336
Remote Similarity	0.6262	NPC157828
Remote Similarity	0.6262	NPC164340
Remote Similarity	0.6262	NPC195239
Remote Similarity	0.6256	NPC70406
Remote Similarity	0.6256	NPC111602
Remote Similarity	0.6256	NPC102338
Remote Similarity	0.6256	NPC63199
Remote Similarity	0.6256	NPC6982
Remote Similarity	0.6256	NPC196251
Remote Similarity	0.625	NPC467188
Remote Similarity	0.625	NPC248782
Remote Similarity	0.6244	NPC56170
Remote Similarity	0.6244	NPC475607
Remote Similarity	0.6238	NPC135601
Remote Similarity	0.6238	NPC141612
Remote Similarity	0.6238	NPC17273
Remote Similarity	0.6237	NPC123906
Remote Similarity	0.6233	NPC11445
Remote Similarity	0.6233	NPC245916
Remote Similarity	0.6231	NPC100104
Remote Similarity	0.6231	NPC470680
Remote Similarity	0.6224	NPC251391
Remote Similarity	0.6221	NPC103361
Remote Similarity	0.6216	NPC116555
Remote Similarity	0.6215	NPC267343
Remote Similarity	0.6214	NPC217372
Remote Similarity	0.6214	NPC183662
Remote Similarity	0.6214	NPC83774
Remote Similarity	0.6214	NPC15573
Remote Similarity	0.6212	NPC213914
Remote Similarity	0.621	NPC162730
Remote Similarity	0.621	NPC474116
Remote Similarity	0.6209	NPC472323
Remote Similarity	0.6209	NPC278434
Remote Similarity	0.6209	NPC473815
Remote Similarity	0.6204	NPC471199
Remote Similarity	0.6204	NPC472542
Remote Similarity	0.6204	NPC472541
Remote Similarity	0.6202	NPC113626
Remote Similarity	0.6201	NPC272174
Remote Similarity	0.6198	NPC477420
Remote Similarity	0.6198	NPC477418
Remote Similarity	0.6195	NPC475594
Remote Similarity	0.6193	NPC81654
Remote Similarity	0.6193	NPC249150
Remote Similarity	0.6193	NPC195461
Remote Similarity	0.6193	NPC313985
Remote Similarity	0.6193	NPC79129
Remote Similarity	0.6193	NPC49196
Remote Similarity	0.6188	NPC472752
Remote Similarity	0.6186	NPC135950
Remote Similarity	0.6186	NPC100726
Remote Similarity	0.6184	NPC213468
Remote Similarity	0.6184	NPC475761
Remote Similarity	0.6182	NPC98715
Remote Similarity	0.6181	NPC36495
Remote Similarity	0.6181	NPC474492
Remote Similarity	0.6179	NPC44354
Remote Similarity	0.6176	NPC355
Remote Similarity	0.6175	NPC195457
Remote Similarity	0.6175	NPC50503
Remote Similarity	0.6175	NPC474916
Remote Similarity	0.6173	NPC217021
Remote Similarity	0.6173	NPC470679
Remote Similarity	0.6167	NPC62995
Remote Similarity	0.6167	NPC469928
Remote Similarity	0.6167	NPC330009
Remote Similarity	0.6166	NPC167400
Remote Similarity	0.6165	NPC267885
Remote Similarity	0.6165	NPC476419
Remote Similarity	0.6161	NPC235684
Remote Similarity	0.6161	NPC234999
Remote Similarity	0.6158	NPC46359
Remote Similarity	0.6157	NPC470787
Remote Similarity	0.6157	NPC48317
Remote Similarity	0.6157	NPC79356
Remote Similarity	0.6157	NPC102592
Remote Similarity	0.6157	NPC472539
Remote Similarity	0.6157	NPC472540
Remote Similarity	0.6154	NPC15840
Remote Similarity	0.615	NPC54744
Remote Similarity	0.615	NPC472112
Remote Similarity	0.615	NPC154339
Remote Similarity	0.6143	NPC71238
Remote Similarity	0.6143	NPC476524
Remote Similarity	0.614	NPC471197
Remote Similarity	0.614	NPC45850
Remote Similarity	0.6135	NPC14849
Remote Similarity	0.6133	NPC54981
Remote Similarity	0.6129	NPC329024
Remote Similarity	0.6129	NPC74153
Remote Similarity	0.6128	NPC116622
Remote Similarity	0.6126	NPC277350
Remote Similarity	0.6122	NPC313889
Remote Similarity	0.6121	NPC229893
Remote Similarity	0.6119	NPC312870
Remote Similarity	0.6119	NPC254240
Remote Similarity	0.6119	NPC128265
Remote Similarity	0.6119	NPC294909
Remote Similarity	0.6119	NPC199851
Remote Similarity	0.6117	NPC110500
Remote Similarity	0.6117	NPC149155
Remote Similarity	0.6117	NPC203468
Remote Similarity	0.6116	NPC469743
Remote Similarity	0.6116	NPC271862
Remote Similarity	0.6114	NPC471198
Remote Similarity	0.6114	NPC133003
Remote Similarity	0.6109	NPC295548
Remote Similarity	0.6108	NPC326479
Remote Similarity	0.6108	NPC41717
Remote Similarity	0.6106	NPC248462
Remote Similarity	0.6106	NPC126709
Remote Similarity	0.6106	NPC475778
Remote Similarity	0.6106	NPC111732
Remote Similarity	0.6106	NPC474041
Remote Similarity	0.6106	NPC55772
Remote Similarity	0.6106	NPC248041
Remote Similarity	0.6104	NPC474896
Remote Similarity	0.6103	NPC321708
Remote Similarity	0.6103	NPC221873
Remote Similarity	0.6101	NPC477041
Remote Similarity	0.6101	NPC102008
Remote Similarity	0.6101	NPC477044
Remote Similarity	0.6099	NPC46225
Remote Similarity	0.6099	NPC225821
Remote Similarity	0.6098	NPC302647
Remote Similarity	0.6098	NPC262338
Remote Similarity	0.6089	NPC187255
Remote Similarity	0.6083	NPC292361
Remote Similarity	0.6081	NPC314648
Remote Similarity	0.6081	NPC12944
Remote Similarity	0.6081	NPC25442
Remote Similarity	0.608	NPC84317
Remote Similarity	0.6079	NPC472291
Remote Similarity	0.6078	NPC31097
Remote Similarity	0.6078	NPC78020
Remote Similarity	0.6077	NPC182940
Remote Similarity	0.6077	NPC471997
Remote Similarity	0.6077	NPC88110
Remote Similarity	0.6077	NPC469896
Remote Similarity	0.6076	NPC89987
Remote Similarity	0.6075	NPC469489

Drug Structure

NPD3425 OpenBabel08211703112D 30 34 0 0 1 0 0 0 0 0999 V2000 2.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0388 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1728 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0388 0.3660 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 6.5388 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0388 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5388 1.2321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -1.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 -2.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0388 0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5388 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5388 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 1.6730 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 0.4483 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5388 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 1 0 0 0 0 2 9 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 5 19 1 0 0 0 0 6 11 2 0 0 0 0 6 24 1 0 0 0 0 7 12 1 0 0 0 0 7 23 1 0 0 0 0 8 19 1 0 0 0 0 8 23 1 0 0 0 0 9 24 1 0 0 0 0 10 15 1 0 0 0 0 10 16 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 1 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 21 1 1 0 0 0 15 25 2 0 0 0 0 16 22 2 0 0 0 0 16 24 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 1 1 6 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013533
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	372.16
ALogP	-1.6213
MLogP	2.67
XLogP	2.246
HDA	7
HBD	2
Rotatable Bonds	7
TPSA	99.76
RO5 Violation	0