NPASS drugs

Drug Information

Drug ID:	NPD4678
Drug Name:	Trimethobenzamide
Molecular Formula:	C21H28N2O5
Canonical SMILES:	COc1cc(cc(c1OC)OC)C(=NCc1ccc(cc1)OCCN(C)C)O
Standard InCHI:	InChI=1S/C21H28N2O5/c1-23(2)10-11-28-17-8-6-15(7-9-17)14-22-21(24)16-12-18(25-3)20(27-5)19(13-16)26-4/h6-9,12-13H,10-11,14H2,1-5H3,(H,22,24)
Standard InCHIKey:	FEZBIKUBAYAZIU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4678

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	156
0.1-0.2	1101
0.2-0.3	4379
0.3-0.4	8621
0.4-0.5	3075
0.5-0.6	5944
0.6-0.7	6185
0.7-0.8	1394
0.8-0.85	35
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	0.8487	NPC115144
Intermediate Similarity	0.8487	NPC277857
Intermediate Similarity	0.8446	NPC296898
Intermediate Similarity	0.8322	NPC299583
Intermediate Similarity	0.8313	NPC50380
Intermediate Similarity	0.8313	NPC179250
Intermediate Similarity	0.8194	NPC471032
Intermediate Similarity	0.8194	NPC470935
Intermediate Similarity	0.8165	NPC475557
Intermediate Similarity	0.8153	NPC127402
Intermediate Similarity	0.8146	NPC477838
Intermediate Similarity	0.8146	NPC477837
Intermediate Similarity	0.8133	NPC14600
Intermediate Similarity	0.8133	NPC204848
Intermediate Similarity	0.8133	NPC160607
Intermediate Similarity	0.8133	NPC228040
Intermediate Similarity	0.8133	NPC41473
Intermediate Similarity	0.8133	NPC312770
Intermediate Similarity	0.8069	NPC301713
Intermediate Similarity	0.8065	NPC473934
Intermediate Similarity	0.8041	NPC214869
Intermediate Similarity	0.8027	NPC218856
Intermediate Similarity	0.8027	NPC210623
Intermediate Similarity	0.8027	NPC470258
Intermediate Similarity	0.8027	NPC3439
Intermediate Similarity	0.8027	NPC222004
Intermediate Similarity	0.8027	NPC285339
Intermediate Similarity	0.8027	NPC273295
Intermediate Similarity	0.8027	NPC190629
Intermediate Similarity	0.8027	NPC202582
Intermediate Similarity	0.8027	NPC226788
Intermediate Similarity	0.8025	NPC182119
Intermediate Similarity	0.8013	NPC254610
Intermediate Similarity	0.8	NPC110337
Intermediate Similarity	0.8	NPC107602
Intermediate Similarity	0.7987	NPC275027
Intermediate Similarity	0.7973	NPC114102
Intermediate Similarity	0.7963	NPC329837
Intermediate Similarity	0.7919	NPC472597
Intermediate Similarity	0.7919	NPC93882
Intermediate Similarity	0.7919	NPC469613
Intermediate Similarity	0.7919	NPC30043
Intermediate Similarity	0.7919	NPC469625
Intermediate Similarity	0.7919	NPC130595
Intermediate Similarity	0.7905	NPC195749
Intermediate Similarity	0.7905	NPC35961
Intermediate Similarity	0.7905	NPC52029
Intermediate Similarity	0.7891	NPC186898
Intermediate Similarity	0.7891	NPC474119
Intermediate Similarity	0.7891	NPC210355
Intermediate Similarity	0.7877	NPC29477
Intermediate Similarity	0.7867	NPC7903
Intermediate Similarity	0.7867	NPC285078
Intermediate Similarity	0.7867	NPC35932
Intermediate Similarity	0.7867	NPC160991
Intermediate Similarity	0.7867	NPC6854
Intermediate Similarity	0.7867	NPC313737
Intermediate Similarity	0.7867	NPC16208
Intermediate Similarity	0.7867	NPC184447
Intermediate Similarity	0.7852	NPC308885
Intermediate Similarity	0.7852	NPC469614
Intermediate Similarity	0.7852	NPC255550
Intermediate Similarity	0.7852	NPC469612
Intermediate Similarity	0.7852	NPC472338
Intermediate Similarity	0.7844	NPC204908
Intermediate Similarity	0.7844	NPC83198
Intermediate Similarity	0.7838	NPC155838
Intermediate Similarity	0.7815	NPC168059
Intermediate Similarity	0.7815	NPC229442
Intermediate Similarity	0.7815	NPC218530
Intermediate Similarity	0.7812	NPC474560
Intermediate Similarity	0.7811	NPC190783
Intermediate Similarity	0.7811	NPC232386
Intermediate Similarity	0.7811	NPC152680
Intermediate Similarity	0.7797	NPC85381
Intermediate Similarity	0.7793	NPC261661
Intermediate Similarity	0.7791	NPC235628
Intermediate Similarity	0.7784	NPC41122
Intermediate Similarity	0.7784	NPC318805
Intermediate Similarity	0.7778	NPC472596
Intermediate Similarity	0.7778	NPC199023
Intermediate Similarity	0.7778	NPC166759
Intermediate Similarity	0.7771	NPC5462
Intermediate Similarity	0.7771	NPC313414
Intermediate Similarity	0.777	NPC153990
Intermediate Similarity	0.777	NPC251571
Intermediate Similarity	0.7763	NPC310854
Intermediate Similarity	0.7763	NPC170694
Intermediate Similarity	0.7748	NPC470752
Intermediate Similarity	0.7746	NPC476202
Intermediate Similarity	0.774	NPC282496
Intermediate Similarity	0.774	NPC211218
Intermediate Similarity	0.774	NPC233526
Intermediate Similarity	0.7733	NPC214860
Intermediate Similarity	0.7725	NPC90984
Intermediate Similarity	0.7725	NPC68328
Intermediate Similarity	0.7712	NPC470356
Intermediate Similarity	0.7712	NPC94750
Intermediate Similarity	0.7712	NPC474206
Intermediate Similarity	0.7712	NPC112246
Intermediate Similarity	0.7712	NPC195022
Intermediate Similarity	0.7712	NPC121812
Intermediate Similarity	0.7712	NPC112939
Intermediate Similarity	0.7712	NPC472337
Intermediate Similarity	0.7712	NPC61946
Intermediate Similarity	0.7709	NPC234318
Intermediate Similarity	0.7708	NPC474565
Intermediate Similarity	0.7697	NPC263064
Intermediate Similarity	0.7697	NPC475840
Intermediate Similarity	0.7692	NPC100478
Intermediate Similarity	0.7692	NPC222039
Intermediate Similarity	0.7688	NPC195538
Intermediate Similarity	0.7687	NPC95733
Intermediate Similarity	0.7687	NPC122792
Intermediate Similarity	0.7687	NPC228972
Intermediate Similarity	0.7687	NPC109822
Intermediate Similarity	0.7687	NPC62101
Intermediate Similarity	0.7687	NPC94276
Intermediate Similarity	0.7683	NPC129603
Intermediate Similarity	0.7682	NPC309787
Intermediate Similarity	0.7682	NPC470096
Intermediate Similarity	0.7682	NPC470095
Intermediate Similarity	0.7677	NPC83289
Intermediate Similarity	0.7677	NPC212850
Intermediate Similarity	0.7677	NPC189724
Intermediate Similarity	0.7671	NPC473411
Intermediate Similarity	0.7671	NPC262253
Intermediate Similarity	0.7671	NPC71579
Intermediate Similarity	0.767	NPC29531
Intermediate Similarity	0.7667	NPC476968
Intermediate Similarity	0.7667	NPC45824
Intermediate Similarity	0.7667	NPC170844
Intermediate Similarity	0.7662	NPC265433
Intermediate Similarity	0.7662	NPC474639
Intermediate Similarity	0.7662	NPC172818
Intermediate Similarity	0.7662	NPC230734
Intermediate Similarity	0.7662	NPC25695
Intermediate Similarity	0.7662	NPC227503
Intermediate Similarity	0.7662	NPC472336
Intermediate Similarity	0.7662	NPC173660
Intermediate Similarity	0.7662	NPC306441
Intermediate Similarity	0.7662	NPC270456
Intermediate Similarity	0.7662	NPC471719
Intermediate Similarity	0.7662	NPC16435
Intermediate Similarity	0.7662	NPC162659
Intermediate Similarity	0.7662	NPC472334
Intermediate Similarity	0.7662	NPC248727
Intermediate Similarity	0.7657	NPC249996
Intermediate Similarity	0.7655	NPC183262
Intermediate Similarity	0.7651	NPC172403
Intermediate Similarity	0.7651	NPC242032
Intermediate Similarity	0.7651	NPC470699
Intermediate Similarity	0.7651	NPC183181
Intermediate Similarity	0.7651	NPC292056
Intermediate Similarity	0.7651	NPC147821
Intermediate Similarity	0.7651	NPC111247
Intermediate Similarity	0.7651	NPC319625
Intermediate Similarity	0.7651	NPC118787
Intermediate Similarity	0.7651	NPC163332
Intermediate Similarity	0.7651	NPC41706
Intermediate Similarity	0.7647	NPC231371
Intermediate Similarity	0.7647	NPC309744
Intermediate Similarity	0.7647	NPC317380
Intermediate Similarity	0.7643	NPC178466
Intermediate Similarity	0.7643	NPC63628
Intermediate Similarity	0.7639	NPC43275
Intermediate Similarity	0.7635	NPC117214
Intermediate Similarity	0.7635	NPC105925
Intermediate Similarity	0.7635	NPC57490
Intermediate Similarity	0.7635	NPC208950
Intermediate Similarity	0.7635	NPC193544
Intermediate Similarity	0.7635	NPC299584
Intermediate Similarity	0.7635	NPC298757
Intermediate Similarity	0.7635	NPC203133
Intermediate Similarity	0.7635	NPC475169
Intermediate Similarity	0.7635	NPC221077
Intermediate Similarity	0.7635	NPC251855
Intermediate Similarity	0.7635	NPC116907
Intermediate Similarity	0.7635	NPC472093
Intermediate Similarity	0.7635	NPC17943
Intermediate Similarity	0.7635	NPC265483
Intermediate Similarity	0.7635	NPC82483
Intermediate Similarity	0.7635	NPC233410
Intermediate Similarity	0.7632	NPC253105
Intermediate Similarity	0.7632	NPC86655
Intermediate Similarity	0.7632	NPC202762
Intermediate Similarity	0.7632	NPC127624
Intermediate Similarity	0.7632	NPC201587
Intermediate Similarity	0.7619	NPC13916
Intermediate Similarity	0.7619	NPC329717
Intermediate Similarity	0.7619	NPC198741
Intermediate Similarity	0.7619	NPC264850
Intermediate Similarity	0.7616	NPC91291
Intermediate Similarity	0.7613	NPC102904
Intermediate Similarity	0.7613	NPC176051
Intermediate Similarity	0.7613	NPC211549
Intermediate Similarity	0.7613	NPC276490
Intermediate Similarity	0.7613	NPC474282
Intermediate Similarity	0.7613	NPC477938
Intermediate Similarity	0.7613	NPC107551

Drug Structure

NPD4678 OpenBabel08211705262D 29 30 0 0 0 0 0 0 0 0999 V2000 10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 -1.7321 -0.0000 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 6.9282 0.0000 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 0.0000 -1.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 28 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 16 1 0 0 0 0 13 19 2 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 16 21 1 0 0 0 0 17 28 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 22 2 3 0 0 0 21 24 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009679
DrugBank	DB00662
ChEMBL	CHEMBL1201256
IUPHAR/BPS	7614
PharmaGKB	PA164764516
KEGG Drug
PubChem CID	5577
ChEBI	27796
CAS Number	138-56-7

Drug Properties

Molecular Weight	388.20
ALogP	-0.3627
MLogP	3
XLogP	2.593
HDA	3
HBD	1
Rotatable Bonds	16
TPSA	72.75
RO5 Violation	0