NPASS drugs

Drug Information

Drug ID:	NPD4948
Drug Name:	fatty acid-binding protein 4 inhibitors, Biovitrum
Molecular Formula:	C22H22N2O3
Canonical SMILES:	OC(=N)c1cccc(c1)Cn1c2CCCCCc2c2c1c(ccc2)C(=O)O
Standard InCHI:	InChI=1S/C22H22N2O3/c23-21(25)15-7-4-6-14(12-15)13-24-19-11-3-1-2-8-16(19)17-9-5-10-18(20(17)24)22(26)27/h4-7,9-10,12H,1-3,8,11,13H2,(H2,23,25)(H,26,27)
Standard InCHIKey:	GKBQRPKZHUFGOB-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4948

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	258
0.1-0.2	1492
0.2-0.3	6638
0.3-0.4	9489
0.4-0.5	9411
0.5-0.6	1695
0.6-0.7	1563
0.7-0.8	340
0.8-0.85	4
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	0.8432	NPC474916
Intermediate Similarity	0.8298	NPC471944
Intermediate Similarity	0.8242	NPC278434
Intermediate Similarity	0.8054	NPC83111
Intermediate Similarity	0.7989	NPC160381
Intermediate Similarity	0.7969	NPC57398
Intermediate Similarity	0.7923	NPC243058
Intermediate Similarity	0.7845	NPC84347
Intermediate Similarity	0.7838	NPC282103
Intermediate Similarity	0.7819	NPC138370
Intermediate Similarity	0.7802	NPC219848
Intermediate Similarity	0.7801	NPC141454
Intermediate Similarity	0.7796	NPC90415
Intermediate Similarity	0.7784	NPC203635
Intermediate Similarity	0.7784	NPC322644
Intermediate Similarity	0.7766	NPC329858
Intermediate Similarity	0.776	NPC102008
Intermediate Similarity	0.776	NPC256268
Intermediate Similarity	0.7739	NPC82370
Intermediate Similarity	0.772	NPC241024
Intermediate Similarity	0.7708	NPC90229
Intermediate Similarity	0.7696	NPC276517
Intermediate Similarity	0.7688	NPC309845
Intermediate Similarity	0.7684	NPC55493
Intermediate Similarity	0.7677	NPC39679
Intermediate Similarity	0.7672	NPC314333
Intermediate Similarity	0.767	NPC229893
Intermediate Similarity	0.7653	NPC165599
Intermediate Similarity	0.7634	NPC159125
Intermediate Similarity	0.7619	NPC221873
Intermediate Similarity	0.7614	NPC314648
Intermediate Similarity	0.7604	NPC202812
Intermediate Similarity	0.7596	NPC303225
Intermediate Similarity	0.7586	NPC330009
Intermediate Similarity	0.7586	NPC469928
Intermediate Similarity	0.7581	NPC113626
Intermediate Similarity	0.7579	NPC154339
Intermediate Similarity	0.7569	NPC78020
Intermediate Similarity	0.7568	NPC213468
Intermediate Similarity	0.7565	NPC245916
Intermediate Similarity	0.7562	NPC87413
Intermediate Similarity	0.7552	NPC81802
Intermediate Similarity	0.7552	NPC269886
Intermediate Similarity	0.7552	NPC472295
Intermediate Similarity	0.7552	NPC472210
Intermediate Similarity	0.7552	NPC247735
Intermediate Similarity	0.7538	NPC244741
Intermediate Similarity	0.7538	NPC243850
Intermediate Similarity	0.7526	NPC321708
Intermediate Similarity	0.7524	NPC276657
Intermediate Similarity	0.7514	NPC111275
Intermediate Similarity	0.7512	NPC303951
Intermediate Similarity	0.75	NPC149155
Intermediate Similarity	0.75	NPC110500
Intermediate Similarity	0.75	NPC207851
Intermediate Similarity	0.75	NPC203468
Intermediate Similarity	0.75	NPC266249
Intermediate Similarity	0.7487	NPC131887
Intermediate Similarity	0.7487	NPC471191
Intermediate Similarity	0.7486	NPC158129
Intermediate Similarity	0.7476	NPC74360
Intermediate Similarity	0.7475	NPC23294
Intermediate Similarity	0.7474	NPC472323
Intermediate Similarity	0.7474	NPC472116
Intermediate Similarity	0.7474	NPC472293
Intermediate Similarity	0.7473	NPC164340
Intermediate Similarity	0.7463	NPC472285
Intermediate Similarity	0.7461	NPC267343
Intermediate Similarity	0.7459	NPC267885
Intermediate Similarity	0.745	NPC315545
Intermediate Similarity	0.745	NPC183777
Intermediate Similarity	0.745	NPC53344
Intermediate Similarity	0.745	NPC314297
Intermediate Similarity	0.7446	NPC191310
Intermediate Similarity	0.7437	NPC132539
Intermediate Similarity	0.7433	NPC15840
Intermediate Similarity	0.7426	NPC123839
Intermediate Similarity	0.7419	NPC217372
Intermediate Similarity	0.7419	NPC183662
Intermediate Similarity	0.7419	NPC15573
Intermediate Similarity	0.7419	NPC234987
Intermediate Similarity	0.7415	NPC3207
Intermediate Similarity	0.7413	NPC86834
Intermediate Similarity	0.7413	NPC210828
Intermediate Similarity	0.7413	NPC171787
Intermediate Similarity	0.7409	NPC472292
Intermediate Similarity	0.7405	NPC469938
Intermediate Similarity	0.74	NPC314855
Intermediate Similarity	0.74	NPC313796
Intermediate Similarity	0.74	NPC313345
Intermediate Similarity	0.74	NPC315638
Intermediate Similarity	0.7398	NPC306376
Intermediate Similarity	0.7398	NPC67288
Intermediate Similarity	0.7389	NPC72956
Intermediate Similarity	0.7389	NPC9894
Intermediate Similarity	0.738	NPC55772
Intermediate Similarity	0.738	NPC219336
Intermediate Similarity	0.738	NPC126709
Intermediate Similarity	0.738	NPC283219
Intermediate Similarity	0.738	NPC248041
Intermediate Similarity	0.7379	NPC312645
Intermediate Similarity	0.7379	NPC27041
Intermediate Similarity	0.7368	NPC220851
Intermediate Similarity	0.7366	NPC118228
Intermediate Similarity	0.7363	NPC4687
Intermediate Similarity	0.736	NPC472296
Intermediate Similarity	0.736	NPC207726
Intermediate Similarity	0.736	NPC472297
Intermediate Similarity	0.7353	NPC219087
Intermediate Similarity	0.7353	NPC153980
Intermediate Similarity	0.7353	NPC6865
Intermediate Similarity	0.7347	NPC227582
Intermediate Similarity	0.7344	NPC183805
Intermediate Similarity	0.734	NPC314834
Intermediate Similarity	0.7337	NPC328318
Intermediate Similarity	0.7337	NPC162730
Intermediate Similarity	0.7337	NPC328596
Intermediate Similarity	0.733	NPC194040
Intermediate Similarity	0.733	NPC36405
Intermediate Similarity	0.733	NPC235684
Intermediate Similarity	0.733	NPC322064
Intermediate Similarity	0.7326	NPC284775
Intermediate Similarity	0.7326	NPC145885
Intermediate Similarity	0.7326	NPC84827
Intermediate Similarity	0.7326	NPC14113
Intermediate Similarity	0.7323	NPC45459
Intermediate Similarity	0.7323	NPC213308
Intermediate Similarity	0.7323	NPC315491
Intermediate Similarity	0.7322	NPC41717
Intermediate Similarity	0.7318	NPC141353
Intermediate Similarity	0.7317	NPC89508
Intermediate Similarity	0.7316	NPC472119
Intermediate Similarity	0.7313	NPC82053
Intermediate Similarity	0.7313	NPC300156
Intermediate Similarity	0.7308	NPC194640
Intermediate Similarity	0.73	NPC134848
Intermediate Similarity	0.7297	NPC6982
Intermediate Similarity	0.7293	NPC131718
Intermediate Similarity	0.7282	NPC477979
Intermediate Similarity	0.7282	NPC45850
Intermediate Similarity	0.7277	NPC283117
Intermediate Similarity	0.7277	NPC270918
Intermediate Similarity	0.7277	NPC133003
Intermediate Similarity	0.7273	NPC81535
Intermediate Similarity	0.7273	NPC174760
Intermediate Similarity	0.7273	NPC134586
Intermediate Similarity	0.7268	NPC471193
Intermediate Similarity	0.7268	NPC110182
Intermediate Similarity	0.7268	NPC118940
Intermediate Similarity	0.7268	NPC471194
Intermediate Similarity	0.726	NPC184408
Intermediate Similarity	0.7259	NPC156704
Intermediate Similarity	0.7254	NPC196251
Intermediate Similarity	0.7254	NPC63199
Intermediate Similarity	0.7254	NPC102338
Intermediate Similarity	0.7254	NPC175474
Intermediate Similarity	0.7254	NPC111602
Intermediate Similarity	0.7254	NPC44354
Intermediate Similarity	0.7251	NPC51388
Intermediate Similarity	0.725	NPC474116
Intermediate Similarity	0.7246	NPC471192
Intermediate Similarity	0.7246	NPC74969
Intermediate Similarity	0.7245	NPC220151
Intermediate Similarity	0.7245	NPC19692
Intermediate Similarity	0.7243	NPC116622
Intermediate Similarity	0.724	NPC315555
Intermediate Similarity	0.724	NPC62749
Intermediate Similarity	0.7238	NPC67056
Intermediate Similarity	0.7236	NPC252338
Intermediate Similarity	0.7234	NPC211997
Intermediate Similarity	0.7233	NPC317752
Intermediate Similarity	0.7233	NPC31700
Intermediate Similarity	0.7231	NPC67551
Intermediate Similarity	0.7228	NPC114637
Intermediate Similarity	0.7228	NPC317373
Intermediate Similarity	0.7225	NPC258480
Intermediate Similarity	0.7222	NPC50503
Intermediate Similarity	0.7222	NPC52557
Intermediate Similarity	0.722	NPC294375
Intermediate Similarity	0.7217	NPC476818
Intermediate Similarity	0.7215	NPC471583
Intermediate Similarity	0.7215	NPC471782
Intermediate Similarity	0.7214	NPC476098
Intermediate Similarity	0.7212	NPC246658
Intermediate Similarity	0.7211	NPC71037
Intermediate Similarity	0.7206	NPC61038
Intermediate Similarity	0.7206	NPC469743
Intermediate Similarity	0.72	NPC471536
Intermediate Similarity	0.7196	NPC248462
Intermediate Similarity	0.7196	NPC472443
Intermediate Similarity	0.7196	NPC33949
Intermediate Similarity	0.719	NPC14686
Intermediate Similarity	0.719	NPC150239
Intermediate Similarity	0.7189	NPC63751
Intermediate Similarity	0.7184	NPC318299
Intermediate Similarity	0.7184	NPC475778
Intermediate Similarity	0.7183	NPC24370
Intermediate Similarity	0.7183	NPC319232
Intermediate Similarity	0.7182	NPC76982
Intermediate Similarity	0.7178	NPC327592

Drug Structure

NPD4948 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 0.1381 -3.2413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1096 -3.0042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6529 -2.6295 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 2.8698 0.8226 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5300 -2.0968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5608 -0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2007 1.5657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6679 -1.6296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2226 1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 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 0.5534 2.1009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4247 1.8930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8624 3.0520 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8406 3.2599 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 11 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 9 2 0 0 0 0 5 10 1 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 19 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 17 20 2 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 24 1 0 0 0 0 20 24 1 0 0 0 0 21 23 2 0 0 0 0 21 25 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005616
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	362.16
ALogP	-0.8426
MLogP	3.33
XLogP	5.82
HDA	5
HBD	3
Rotatable Bonds	6
TPSA	86.31
RO5 Violation	1