NPASS drugs

Drug Information

Drug ID:	NPD5242
Drug Name:	Trimebutine
Molecular Formula:	C22H29NO5
Canonical SMILES:	CCC(c1ccccc1)(N(C)C)COC(=O)c1cc(OC)c(c(c1)OC)OC
Standard InCHI:	InChI=1S/C22H29NO5/c1-7-22(23(2)3,17-11-9-8-10-12-17)15-28-21(24)16-13-18(25-4)20(27-6)19(14-16)26-5/h8-14H,7,15H2,1-6H3
Standard InCHIKey:	LORDFXWUHHSAQU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5242

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	208
0.1-0.2	987
0.2-0.3	2954
0.3-0.4	7220
0.4-0.5	5262
0.5-0.6	3752
0.6-0.7	8065
0.7-0.8	2419
0.8-0.85	22
0.85-0.9	1
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
High Similarity	0.8683	NPC329992
Intermediate Similarity	0.8494	NPC474858
Intermediate Similarity	0.8476	NPC26353
Intermediate Similarity	0.843	NPC473562
Intermediate Similarity	0.8314	NPC329816
Intermediate Similarity	0.825	NPC213482
Intermediate Similarity	0.8197	NPC119818
Intermediate Similarity	0.8197	NPC328700
Intermediate Similarity	0.8197	NPC202771
Intermediate Similarity	0.8197	NPC2173
Intermediate Similarity	0.8182	NPC288743
Intermediate Similarity	0.8153	NPC470962
Intermediate Similarity	0.8081	NPC227683
Intermediate Similarity	0.8079	NPC18306
Intermediate Similarity	0.8077	NPC83019
Intermediate Similarity	0.8077	NPC215098
Intermediate Similarity	0.8077	NPC73020
Intermediate Similarity	0.8077	NPC124302
Intermediate Similarity	0.8077	NPC70290
Intermediate Similarity	0.8077	NPC46744
Intermediate Similarity	0.8077	NPC14622
Intermediate Similarity	0.8049	NPC473091
Intermediate Similarity	0.8022	NPC204580
Intermediate Similarity	0.7989	NPC120671
Intermediate Similarity	0.7989	NPC314100
Intermediate Similarity	0.7989	NPC72788
Intermediate Similarity	0.7989	NPC226652
Intermediate Similarity	0.7988	NPC153631
Intermediate Similarity	0.7987	NPC299010
Intermediate Similarity	0.7976	NPC329640
Intermediate Similarity	0.7964	NPC186507
Intermediate Similarity	0.7962	NPC211386
Intermediate Similarity	0.7952	NPC75695
Intermediate Similarity	0.795	NPC28326
Intermediate Similarity	0.7943	NPC35680
Intermediate Similarity	0.7921	NPC475566
Intermediate Similarity	0.7895	NPC35345
Intermediate Similarity	0.7892	NPC62354
Intermediate Similarity	0.7889	NPC141440
Intermediate Similarity	0.7888	NPC46180
Intermediate Similarity	0.7866	NPC195919
Intermediate Similarity	0.7866	NPC120924
Intermediate Similarity	0.7866	NPC216314
Intermediate Similarity	0.7857	NPC94499
Intermediate Similarity	0.7848	NPC44245
Intermediate Similarity	0.7848	NPC72796
Intermediate Similarity	0.7844	NPC151425
Intermediate Similarity	0.784	NPC185607
Intermediate Similarity	0.7831	NPC474648
Intermediate Similarity	0.7818	NPC470511
Intermediate Similarity	0.7812	NPC44573
Intermediate Similarity	0.7811	NPC222185
Intermediate Similarity	0.7807	NPC286135
Intermediate Similarity	0.7805	NPC136278
Intermediate Similarity	0.7805	NPC471590
Intermediate Similarity	0.7791	NPC473090
Intermediate Similarity	0.779	NPC208890
Intermediate Similarity	0.7785	NPC311339
Intermediate Similarity	0.7785	NPC155098
Intermediate Similarity	0.7778	NPC58229
Intermediate Similarity	0.7778	NPC325122
Intermediate Similarity	0.7771	NPC67978
Intermediate Similarity	0.7771	NPC10304
Intermediate Similarity	0.7771	NPC474903
Intermediate Similarity	0.7771	NPC303581
Intermediate Similarity	0.7771	NPC183236
Intermediate Similarity	0.7771	NPC63256
Intermediate Similarity	0.7765	NPC474983
Intermediate Similarity	0.7765	NPC301897
Intermediate Similarity	0.7759	NPC86469
Intermediate Similarity	0.7758	NPC153620
Intermediate Similarity	0.7758	NPC24257
Intermediate Similarity	0.7751	NPC25127
Intermediate Similarity	0.7746	NPC329717
Intermediate Similarity	0.7744	NPC182842
Intermediate Similarity	0.7744	NPC207732
Intermediate Similarity	0.7744	NPC113089
Intermediate Similarity	0.7744	NPC470932
Intermediate Similarity	0.7744	NPC293201
Intermediate Similarity	0.7744	NPC27106
Intermediate Similarity	0.7738	NPC198615
Intermediate Similarity	0.7738	NPC473732
Intermediate Similarity	0.7738	NPC474663
Intermediate Similarity	0.7738	NPC104353
Intermediate Similarity	0.7738	NPC228662
Intermediate Similarity	0.7733	NPC24627
Intermediate Similarity	0.7733	NPC53889
Intermediate Similarity	0.7727	NPC154275
Intermediate Similarity	0.7725	NPC238366
Intermediate Similarity	0.7719	NPC472860
Intermediate Similarity	0.7711	NPC474999
Intermediate Similarity	0.7711	NPC294972
Intermediate Similarity	0.7711	NPC472969
Intermediate Similarity	0.7711	NPC205522
Intermediate Similarity	0.7706	NPC255807
Intermediate Similarity	0.7706	NPC145425
Intermediate Similarity	0.7706	NPC471746
Intermediate Similarity	0.7706	NPC31018
Intermediate Similarity	0.7697	NPC30890
Intermediate Similarity	0.7692	NPC169742
Intermediate Similarity	0.7692	NPC475116
Intermediate Similarity	0.7692	NPC308555
Intermediate Similarity	0.7684	NPC308267
Intermediate Similarity	0.7683	NPC9966
Intermediate Similarity	0.7683	NPC475000
Intermediate Similarity	0.7683	NPC70853
Intermediate Similarity	0.7683	NPC476054
Intermediate Similarity	0.7683	NPC18211
Intermediate Similarity	0.7679	NPC29056
Intermediate Similarity	0.7674	NPC125713
Intermediate Similarity	0.7674	NPC87317
Intermediate Similarity	0.7669	NPC176586
Intermediate Similarity	0.7669	NPC210354
Intermediate Similarity	0.7665	NPC98809
Intermediate Similarity	0.7665	NPC476342
Intermediate Similarity	0.7665	NPC476394
Intermediate Similarity	0.7665	NPC107636
Intermediate Similarity	0.7661	NPC227062
Intermediate Similarity	0.7651	NPC110639
Intermediate Similarity	0.7651	NPC165389
Intermediate Similarity	0.7651	NPC14958
Intermediate Similarity	0.7651	NPC106461
Intermediate Similarity	0.7651	NPC215932
Intermediate Similarity	0.7651	NPC231013
Intermediate Similarity	0.7651	NPC40818
Intermediate Similarity	0.7647	NPC478213
Intermediate Similarity	0.7647	NPC287504
Intermediate Similarity	0.764	NPC125417
Intermediate Similarity	0.764	NPC112068
Intermediate Similarity	0.764	NPC25305
Intermediate Similarity	0.764	NPC95679
Intermediate Similarity	0.764	NPC110899
Intermediate Similarity	0.7637	NPC162694
Intermediate Similarity	0.7636	NPC474158
Intermediate Similarity	0.7636	NPC184702
Intermediate Similarity	0.7633	NPC474388
Intermediate Similarity	0.7633	NPC267091
Intermediate Similarity	0.7633	NPC472535
Intermediate Similarity	0.7633	NPC220577
Intermediate Similarity	0.7633	NPC476434
Intermediate Similarity	0.7633	NPC474170
Intermediate Similarity	0.7633	NPC262623
Intermediate Similarity	0.763	NPC474770
Intermediate Similarity	0.763	NPC203020
Intermediate Similarity	0.763	NPC239966
Intermediate Similarity	0.7628	NPC304747
Intermediate Similarity	0.7622	NPC29536
Intermediate Similarity	0.7622	NPC312256
Intermediate Similarity	0.7622	NPC273657
Intermediate Similarity	0.7622	NPC106920
Intermediate Similarity	0.7619	NPC119669
Intermediate Similarity	0.7616	NPC160512
Intermediate Similarity	0.7616	NPC289322
Intermediate Similarity	0.7616	NPC38779
Intermediate Similarity	0.7616	NPC129684
Intermediate Similarity	0.7616	NPC68324
Intermediate Similarity	0.7616	NPC156818
Intermediate Similarity	0.7616	NPC299520
Intermediate Similarity	0.7616	NPC114179
Intermediate Similarity	0.7616	NPC181960
Intermediate Similarity	0.7616	NPC108456
Intermediate Similarity	0.7607	NPC908
Intermediate Similarity	0.7607	NPC138438
Intermediate Similarity	0.7607	NPC326065
Intermediate Similarity	0.7605	NPC299923
Intermediate Similarity	0.7605	NPC85233
Intermediate Similarity	0.7605	NPC117463
Intermediate Similarity	0.7605	NPC93034
Intermediate Similarity	0.7605	NPC119660
Intermediate Similarity	0.7602	NPC241774
Intermediate Similarity	0.7602	NPC254163
Intermediate Similarity	0.7602	NPC34725
Intermediate Similarity	0.7602	NPC276059
Intermediate Similarity	0.7602	NPC16082
Intermediate Similarity	0.7602	NPC38898
Intermediate Similarity	0.7602	NPC122623
Intermediate Similarity	0.7602	NPC82592
Intermediate Similarity	0.7593	NPC207516
Intermediate Similarity	0.759	NPC287275
Intermediate Similarity	0.759	NPC224687
Intermediate Similarity	0.759	NPC157133
Intermediate Similarity	0.759	NPC296575
Intermediate Similarity	0.759	NPC193779
Intermediate Similarity	0.7588	NPC153008
Intermediate Similarity	0.7588	NPC40033
Intermediate Similarity	0.7588	NPC68882
Intermediate Similarity	0.7588	NPC148497
Intermediate Similarity	0.7588	NPC199773
Intermediate Similarity	0.7586	NPC209411
Intermediate Similarity	0.7586	NPC239890
Intermediate Similarity	0.7578	NPC471182
Intermediate Similarity	0.7578	NPC156892
Intermediate Similarity	0.7576	NPC143092
Intermediate Similarity	0.7576	NPC191158
Intermediate Similarity	0.7576	NPC134975
Intermediate Similarity	0.7576	NPC177644
Intermediate Similarity	0.7576	NPC119663
Intermediate Similarity	0.7576	NPC469615
Intermediate Similarity	0.7574	NPC239363
Intermediate Similarity	0.7574	NPC189270

Drug Structure

NPD5242 OpenBabel08211706322D 28 29 0 0 1 0 0 0 0 0999 V2000 4.3301 2.2321 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 5.1962 2.0000 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 3.8301 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3301 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -0.3660 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 3.4641 -0.0000 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 4.8301 -0.3660 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 4.3301 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 6 27 1 0 0 0 0 7 22 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 2 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 19 2 0 0 0 0 15 22 1 0 0 0 0 15 28 1 0 0 0 0 16 21 1 0 0 0 0 17 22 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 24 2 0 0 0 0 21 28 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007757
DrugBank	DB09089
ChEMBL	CHEMBL190044
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	94458
CAS Number	39133-31-8

Drug Properties

Molecular Weight	387.20
ALogP	-0.5387
MLogP	3.22
XLogP	4.595
HDA	3
HBD	0
Rotatable Bonds	16
TPSA	57.23
RO5 Violation	0