NPASS drugs

Drug Information

Drug ID:	NPD4485
Drug Name:	Fominoben
Molecular Formula:	C21H24ClN3O3
Canonical SMILES:	CN(Cc1c(Cl)cccc1N=C(c1ccccc1)O)CC(=O)N1CCOCC1
Standard InCHI:	InChI=1S/C21H24ClN3O3/c1-24(15-20(26)25-10-12-28-13-11-25)14-17-18(22)8-5-9-19(17)23-21(27)16-6-3-2-4-7-16/h2-9H,10-15H2,1H3,(H,23,27)
Standard InCHIKey:	KSNNEUZOAFRTDS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4485

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	149
0.1-0.2	1270
0.2-0.3	9528
0.3-0.4	9634
0.4-0.5	7400
0.5-0.6	2669
0.6-0.7	233
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	0.7688	NPC254798
Intermediate Similarity	0.7193	NPC191863
Intermediate Similarity	0.7193	NPC133470
Intermediate Similarity	0.7193	NPC289776
Intermediate Similarity	0.717	NPC325599
Intermediate Similarity	0.7044	NPC184437
Intermediate Similarity	0.7044	NPC313352
Remote Similarity	0.6941	NPC471132
Remote Similarity	0.6857	NPC189116
Remote Similarity	0.6739	NPC471785
Remote Similarity	0.6723	NPC471130
Remote Similarity	0.6705	NPC88970
Remote Similarity	0.6687	NPC226662
Remote Similarity	0.6684	NPC232872
Remote Similarity	0.6667	NPC471663
Remote Similarity	0.6625	NPC469666
Remote Similarity	0.661	NPC476231
Remote Similarity	0.6605	NPC476685
Remote Similarity	0.6605	NPC476689
Remote Similarity	0.6605	NPC476687
Remote Similarity	0.6592	NPC472115
Remote Similarity	0.6592	NPC472114
Remote Similarity	0.6568	NPC477890
Remote Similarity	0.6516	NPC220698
Remote Similarity	0.6503	NPC279871
Remote Similarity	0.65	NPC250476
Remote Similarity	0.6497	NPC311357
Remote Similarity	0.6494	NPC147957
Remote Similarity	0.646	NPC476950
Remote Similarity	0.6442	NPC231382
Remote Similarity	0.6438	NPC4974
Remote Similarity	0.6433	NPC317564
Remote Similarity	0.6432	NPC211997
Remote Similarity	0.6425	NPC85651
Remote Similarity	0.6407	NPC316906
Remote Similarity	0.6407	NPC77992
Remote Similarity	0.6404	NPC471122
Remote Similarity	0.6398	NPC194671
Remote Similarity	0.6398	NPC269750
Remote Similarity	0.6395	NPC9373
Remote Similarity	0.6393	NPC158129
Remote Similarity	0.6387	NPC470544
Remote Similarity	0.6378	NPC134586
Remote Similarity	0.6359	NPC472540
Remote Similarity	0.6359	NPC472539
Remote Similarity	0.6359	NPC473371
Remote Similarity	0.6359	NPC470787
Remote Similarity	0.6354	NPC471124
Remote Similarity	0.6354	NPC471195
Remote Similarity	0.6354	NPC471196
Remote Similarity	0.6347	NPC127741
Remote Similarity	0.6346	NPC470545
Remote Similarity	0.6335	NPC325013
Remote Similarity	0.6333	NPC471052
Remote Similarity	0.6333	NPC471053
Remote Similarity	0.6333	NPC37584
Remote Similarity	0.6333	NPC471051
Remote Similarity	0.6331	NPC469426
Remote Similarity	0.6331	NPC469427
Remote Similarity	0.6329	NPC316582
Remote Similarity	0.6327	NPC472542
Remote Similarity	0.6327	NPC472541
Remote Similarity	0.6319	NPC294516
Remote Similarity	0.6319	NPC278887
Remote Similarity	0.6319	NPC107938
Remote Similarity	0.6316	NPC266741
Remote Similarity	0.6309	NPC211551
Remote Similarity	0.6306	NPC470546
Remote Similarity	0.6303	NPC257390
Remote Similarity	0.6296	NPC323198
Remote Similarity	0.6294	NPC470301
Remote Similarity	0.6294	NPC212213
Remote Similarity	0.6294	NPC186284
Remote Similarity	0.6294	NPC22082
Remote Similarity	0.6292	NPC84317
Remote Similarity	0.629	NPC471743
Remote Similarity	0.6289	NPC71684
Remote Similarity	0.6284	NPC33507
Remote Similarity	0.6283	NPC291759
Remote Similarity	0.6279	NPC81026
Remote Similarity	0.6278	NPC27904
Remote Similarity	0.6278	NPC320064
Remote Similarity	0.6277	NPC39822
Remote Similarity	0.6263	NPC471048
Remote Similarity	0.6263	NPC470003
Remote Similarity	0.6263	NPC294951
Remote Similarity	0.6263	NPC471050
Remote Similarity	0.6263	NPC471049
Remote Similarity	0.6258	NPC210950
Remote Similarity	0.6258	NPC199738
Remote Similarity	0.6257	NPC28848
Remote Similarity	0.6257	NPC14325
Remote Similarity	0.6257	NPC104345
Remote Similarity	0.625	NPC40234
Remote Similarity	0.6237	NPC129909
Remote Similarity	0.6237	NPC158277
Remote Similarity	0.6237	NPC470548
Remote Similarity	0.6235	NPC476989
Remote Similarity	0.623	NPC182131
Remote Similarity	0.623	NPC133591
Remote Similarity	0.6229	NPC321617
Remote Similarity	0.6228	NPC474473
Remote Similarity	0.6221	NPC308197
Remote Similarity	0.622	NPC259098
Remote Similarity	0.622	NPC197680
Remote Similarity	0.6216	NPC230611
Remote Similarity	0.6207	NPC472100
Remote Similarity	0.6205	NPC246079
Remote Similarity	0.6203	NPC475607
Remote Similarity	0.6203	NPC203754
Remote Similarity	0.6203	NPC150048
Remote Similarity	0.6203	NPC228515
Remote Similarity	0.6203	NPC129624
Remote Similarity	0.6201	NPC315257
Remote Similarity	0.6198	NPC207033
Remote Similarity	0.6198	NPC38823
Remote Similarity	0.6193	NPC288445
Remote Similarity	0.619	NPC29650
Remote Similarity	0.619	NPC475685
Remote Similarity	0.6188	NPC68650
Remote Similarity	0.6186	NPC174629
Remote Similarity	0.6183	NPC137627
Remote Similarity	0.6183	NPC306804
Remote Similarity	0.6183	NPC248670
Remote Similarity	0.6183	NPC273755
Remote Similarity	0.6178	NPC471742
Remote Similarity	0.6176	NPC239762
Remote Similarity	0.6176	NPC471312
Remote Similarity	0.6176	NPC163392
Remote Similarity	0.6173	NPC328763
Remote Similarity	0.6171	NPC13470
Remote Similarity	0.617	NPC474081
Remote Similarity	0.6167	NPC153694
Remote Similarity	0.6167	NPC211525
Remote Similarity	0.6163	NPC314388
Remote Similarity	0.6163	NPC315283
Remote Similarity	0.6159	NPC478079
Remote Similarity	0.6158	NPC473341
Remote Similarity	0.6154	NPC92803
Remote Similarity	0.6154	NPC138365
Remote Similarity	0.615	NPC159767
Remote Similarity	0.615	NPC473354
Remote Similarity	0.615	NPC475594
Remote Similarity	0.615	NPC155506
Remote Similarity	0.615	NPC473402
Remote Similarity	0.615	NPC476227
Remote Similarity	0.6149	NPC470824
Remote Similarity	0.6144	NPC292758
Remote Similarity	0.6144	NPC65855
Remote Similarity	0.614	NPC243162
Remote Similarity	0.6139	NPC473460
Remote Similarity	0.6139	NPC295548
Remote Similarity	0.6136	NPC473491
Remote Similarity	0.6136	NPC475168
Remote Similarity	0.6136	NPC7817
Remote Similarity	0.6135	NPC474479
Remote Similarity	0.6134	NPC18890
Remote Similarity	0.6133	NPC154478
Remote Similarity	0.6131	NPC239954
Remote Similarity	0.6127	NPC471155
Remote Similarity	0.6127	NPC313867
Remote Similarity	0.6127	NPC473922
Remote Similarity	0.6127	NPC316008
Remote Similarity	0.6125	NPC476990
Remote Similarity	0.6122	NPC204970
Remote Similarity	0.6121	NPC473322
Remote Similarity	0.612	NPC113056
Remote Similarity	0.612	NPC138293
Remote Similarity	0.6118	NPC122553
Remote Similarity	0.6118	NPC287358
Remote Similarity	0.6117	NPC50016
Remote Similarity	0.6108	NPC325479
Remote Similarity	0.6106	NPC316181
Remote Similarity	0.6106	NPC74562
Remote Similarity	0.6106	NPC151781
Remote Similarity	0.6105	NPC166169
Remote Similarity	0.6105	NPC161069
Remote Similarity	0.6105	NPC314113
Remote Similarity	0.6103	NPC473305
Remote Similarity	0.6103	NPC163961
Remote Similarity	0.6102	NPC233702
Remote Similarity	0.6098	NPC270241
Remote Similarity	0.6092	NPC314358
Remote Similarity	0.6091	NPC198673
Remote Similarity	0.609	NPC296163
Remote Similarity	0.6087	NPC254700
Remote Similarity	0.6087	NPC202521
Remote Similarity	0.6078	NPC225400
Remote Similarity	0.6075	NPC116961
Remote Similarity	0.6075	NPC469915
Remote Similarity	0.6071	NPC470483
Remote Similarity	0.6066	NPC472117
Remote Similarity	0.6057	NPC16188
Remote Similarity	0.6054	NPC238430
Remote Similarity	0.6054	NPC33168
Remote Similarity	0.6053	NPC474041
Remote Similarity	0.6053	NPC475761
Remote Similarity	0.6053	NPC45037
Remote Similarity	0.605	NPC168911
Remote Similarity	0.605	NPC323662

Drug Structure

NPD4485 OpenBabel08211705262D 29 31 0 0 0 0 0 0 0 0999 V2000 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 -1.7321 1.0000 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 -5.1962 -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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 1.7321 1.0000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -2.5981 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 17 1 0 0 0 0 14 24 1 0 0 0 0 15 20 1 0 0 0 0 15 24 1 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 20 26 2 0 0 0 0 21 23 2 3 0 0 0 21 27 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08968
ChEMBL	CHEMBL1697837
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135639
CAS Number	18053-31-1

Drug Properties

Molecular Weight	401.15
ALogP	-0.1545
MLogP	3
XLogP	3.927
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	65.37
RO5 Violation	0