NPASS drugs

Drug Information

Drug ID:	NPD3884
Drug Name:	BAY-Y-3118
Molecular Formula:	C20H21ClFN3O3
Canonical SMILES:	Fc1cc2c(=O)c(cn(c2c(c1N1C[C@@H]2[C@H](C1)CCCN2)Cl)C1CC1)C(=O)O
Standard InCHI:	InChI=1S/C20H21ClFN3O3/c21-16-17-12(19(26)13(20(27)28)8-25(17)11-3-4-11)6-14(22)18(16)24-7-10-2-1-5-23-15(10)9-24/h6,8,10-11,15,23H,1-5,7,9H2,(H,27,28)/t10-,15+/m0/s1
Standard InCHIKey:	VRXORHRXNRJZCQ-ZUZCIYMTSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3884

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	245
0.1-0.2	1633
0.2-0.3	9164
0.3-0.4	14168
0.4-0.5	4307
0.5-0.6	1233
0.6-0.7	136
0.7-0.8	1
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	1

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
High Similarity	0.9704	NPC316141
High Similarity	0.8889	NPC292265
Intermediate Similarity	0.8045	NPC318183
Intermediate Similarity	0.712	NPC36495
Remote Similarity	0.6971	NPC329567
Remote Similarity	0.6971	NPC330683
Remote Similarity	0.6947	NPC472118
Remote Similarity	0.6862	NPC293458
Remote Similarity	0.6806	NPC223595
Remote Similarity	0.6806	NPC224970
Remote Similarity	0.6806	NPC167724
Remote Similarity	0.6755	NPC193410
Remote Similarity	0.672	NPC248117
Remote Similarity	0.6716	NPC202812
Remote Similarity	0.6702	NPC123241
Remote Similarity	0.6702	NPC61013
Remote Similarity	0.6667	NPC471164
Remote Similarity	0.665	NPC218594
Remote Similarity	0.665	NPC99043
Remote Similarity	0.6633	NPC470317
Remote Similarity	0.66	NPC97584
Remote Similarity	0.6497	NPC329338
Remote Similarity	0.6497	NPC469726
Remote Similarity	0.6495	NPC214960
Remote Similarity	0.6495	NPC279527
Remote Similarity	0.6465	NPC264482
Remote Similarity	0.6465	NPC203202
Remote Similarity	0.6458	NPC474058
Remote Similarity	0.6439	NPC313293
Remote Similarity	0.6425	NPC99632
Remote Similarity	0.6425	NPC282339
Remote Similarity	0.6404	NPC52262
Remote Similarity	0.64	NPC6974
Remote Similarity	0.6359	NPC5630
Remote Similarity	0.635	NPC186669
Remote Similarity	0.6349	NPC154602
Remote Similarity	0.6341	NPC14994
Remote Similarity	0.634	NPC472117
Remote Similarity	0.6333	NPC253476
Remote Similarity	0.6329	NPC203628
Remote Similarity	0.6327	NPC472115
Remote Similarity	0.6327	NPC472114
Remote Similarity	0.6308	NPC113056
Remote Similarity	0.6308	NPC138293
Remote Similarity	0.6305	NPC159963
Remote Similarity	0.6304	NPC43477
Remote Similarity	0.6303	NPC218733
Remote Similarity	0.6303	NPC265642
Remote Similarity	0.6303	NPC132874
Remote Similarity	0.6303	NPC138615
Remote Similarity	0.6292	NPC194562
Remote Similarity	0.6289	NPC27904
Remote Similarity	0.6289	NPC472102
Remote Similarity	0.6289	NPC309531
Remote Similarity	0.6286	NPC303214
Remote Similarity	0.627	NPC472241
Remote Similarity	0.6257	NPC314098
Remote Similarity	0.625	NPC470343
Remote Similarity	0.625	NPC242933
Remote Similarity	0.625	NPC470548
Remote Similarity	0.625	NPC472244
Remote Similarity	0.6243	NPC316104
Remote Similarity	0.6243	NPC237649
Remote Similarity	0.6243	NPC162417
Remote Similarity	0.6243	NPC300596
Remote Similarity	0.623	NPC285381
Remote Similarity	0.6219	NPC476441
Remote Similarity	0.6198	NPC478076
Remote Similarity	0.6195	NPC471742
Remote Similarity	0.6188	NPC474081
Remote Similarity	0.6188	NPC14849
Remote Similarity	0.6184	NPC473815
Remote Similarity	0.618	NPC58827
Remote Similarity	0.618	NPC72473
Remote Similarity	0.618	NPC307437
Remote Similarity	0.6178	NPC314223
Remote Similarity	0.6173	NPC472121
Remote Similarity	0.6172	NPC25401
Remote Similarity	0.617	NPC472242
Remote Similarity	0.6169	NPC328611
Remote Similarity	0.6162	NPC472243
Remote Similarity	0.6161	NPC220151
Remote Similarity	0.6161	NPC19692
Remote Similarity	0.6158	NPC182057
Remote Similarity	0.6158	NPC131450
Remote Similarity	0.6158	NPC475761
Remote Similarity	0.6158	NPC147298
Remote Similarity	0.6149	NPC179605
Remote Similarity	0.6149	NPC279385
Remote Similarity	0.6147	NPC478075
Remote Similarity	0.6142	NPC189116
Remote Similarity	0.614	NPC232600
Remote Similarity	0.6139	NPC475607
Remote Similarity	0.6138	NPC478039
Remote Similarity	0.6126	NPC144691
Remote Similarity	0.6122	NPC225319
Remote Similarity	0.6119	NPC177261
Remote Similarity	0.6117	NPC136002
Remote Similarity	0.6114	NPC103292
Remote Similarity	0.6111	NPC472245
Remote Similarity	0.6099	NPC189661
Remote Similarity	0.6092	NPC177684
Remote Similarity	0.6092	NPC291962
Remote Similarity	0.6089	NPC475594
Remote Similarity	0.6078	NPC475094
Remote Similarity	0.6078	NPC474041
Remote Similarity	0.6077	NPC175474
Remote Similarity	0.6073	NPC472538
Remote Similarity	0.607	NPC115588
Remote Similarity	0.6065	NPC471944
Remote Similarity	0.6065	NPC469732
Remote Similarity	0.6061	NPC204867
Remote Similarity	0.6059	NPC471743
Remote Similarity	0.6057	NPC161956
Remote Similarity	0.6057	NPC112373
Remote Similarity	0.6057	NPC258531
Remote Similarity	0.6056	NPC209389
Remote Similarity	0.604	NPC476425
Remote Similarity	0.6039	NPC285923
Remote Similarity	0.6037	NPC1464
Remote Similarity	0.6032	NPC314186
Remote Similarity	0.603	NPC470069
Remote Similarity	0.603	NPC52059
Remote Similarity	0.6028	NPC90967
Remote Similarity	0.6028	NPC472542
Remote Similarity	0.6028	NPC472541
Remote Similarity	0.6027	NPC225400
Remote Similarity	0.6023	NPC257490
Remote Similarity	0.6022	NPC314431
Remote Similarity	0.602	NPC211525
Remote Similarity	0.602	NPC113946
Remote Similarity	0.602	NPC153694
Remote Similarity	0.6019	NPC22476
Remote Similarity	0.601	NPC176983
Remote Similarity	0.601	NPC248862
Remote Similarity	0.601	NPC243756
Remote Similarity	0.6	NPC316405
Remote Similarity	0.6	NPC182131
Remote Similarity	0.6	NPC471155
Remote Similarity	0.6	NPC470786
Remote Similarity	0.5992	NPC151171
Remote Similarity	0.5989	NPC130251
Remote Similarity	0.5989	NPC316746
Remote Similarity	0.5989	NPC268534
Remote Similarity	0.5981	NPC472540
Remote Similarity	0.5981	NPC472116
Remote Similarity	0.5981	NPC472539
Remote Similarity	0.5981	NPC470787
Remote Similarity	0.5973	NPC270241
Remote Similarity	0.5973	NPC285192
Remote Similarity	0.5972	NPC106118
Remote Similarity	0.5969	NPC264589
Remote Similarity	0.5967	NPC150863
Remote Similarity	0.5959	NPC473329
Remote Similarity	0.5957	NPC471574
Remote Similarity	0.5946	NPC173295
Remote Similarity	0.5942	NPC476428
Remote Similarity	0.5935	NPC34717
Remote Similarity	0.5934	NPC280807
Remote Similarity	0.593	NPC472101
Remote Similarity	0.593	NPC472120
Remote Similarity	0.593	NPC476231
Remote Similarity	0.5926	NPC52557
Remote Similarity	0.5926	NPC50503
Remote Similarity	0.5924	NPC102338
Remote Similarity	0.5924	NPC63199
Remote Similarity	0.5924	NPC111602
Remote Similarity	0.5924	NPC196251
Remote Similarity	0.5909	NPC148468
Remote Similarity	0.5909	NPC310403
Remote Similarity	0.5909	NPC87714
Remote Similarity	0.5909	NPC263709
Remote Similarity	0.5909	NPC63210
Remote Similarity	0.5909	NPC97380
Remote Similarity	0.5909	NPC154478
Remote Similarity	0.5909	NPC243673
Remote Similarity	0.5907	NPC472293
Remote Similarity	0.5907	NPC245916
Remote Similarity	0.5899	NPC39818
Remote Similarity	0.5897	NPC122106
Remote Similarity	0.5894	NPC475685
Remote Similarity	0.5891	NPC470971
Remote Similarity	0.5888	NPC472295
Remote Similarity	0.5888	NPC84317
Remote Similarity	0.5888	NPC269886
Remote Similarity	0.5888	NPC472210
Remote Similarity	0.5888	NPC247735
Remote Similarity	0.5888	NPC81802
Remote Similarity	0.5887	NPC229893
Remote Similarity	0.5882	NPC276993
Remote Similarity	0.5882	NPC214626
Remote Similarity	0.5882	NPC21752
Remote Similarity	0.5882	NPC298851
Remote Similarity	0.5882	NPC122553
Remote Similarity	0.5882	NPC293255
Remote Similarity	0.5882	NPC181138
Remote Similarity	0.5882	NPC246140
Remote Similarity	0.5882	NPC139085
Remote Similarity	0.5882	NPC251212
Remote Similarity	0.5882	NPC195787

Drug Structure

NPD3884 OpenBabel08211704332D 30 34 0 0 1 0 0 0 0 0999 V2000 6.2709 2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4049 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2709 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5388 2.2321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5388 1.2321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 3.4641 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.4049 0.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 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 -1.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4049 -0.2679 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 11 1 0 0 0 0 5 23 1 0 0 0 0 6 12 2 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 24 1 0 0 0 0 8 13 2 0 0 0 0 8 25 1 0 0 0 0 9 24 1 0 0 0 0 10 2 1 6 0 0 0 10 15 1 0 0 0 0 11 25 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 9 1 6 0 0 0 15 23 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 24 1 0 0 0 0 19 26 2 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 23 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006309
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.13
ALogP	-0.9029
MLogP	2.78
XLogP	2.859
HDA	6
HBD	2
Rotatable Bonds	6
TPSA	72.88
RO5 Violation	0