NPASS drugs

Drug Information

Drug ID:	NPD4480
Drug Name:	Racecadotril
Molecular Formula:	C21H23NO4S
Canonical SMILES:	O=C(CN=C(C(Cc1ccccc1)CSC(=O)C)O)OCc1ccccc1
Standard InCHI:	InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)
Standard InCHIKey:	ODUOJXZPIYUATO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4480

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	65
0.1-0.2	584
0.2-0.3	2256
0.3-0.4	7695
0.4-0.5	11097
0.5-0.6	8386
0.6-0.7	771
0.7-0.8	36
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	0.7937	NPC476183
Intermediate Similarity	0.7874	NPC476281
Intermediate Similarity	0.7874	NPC476184
Intermediate Similarity	0.7752	NPC476278
Intermediate Similarity	0.7692	NPC476260
Intermediate Similarity	0.7692	NPC476241
Intermediate Similarity	0.7634	NPC4974
Intermediate Similarity	0.7634	NPC476179
Intermediate Similarity	0.7634	NPC476125
Intermediate Similarity	0.744	NPC273814
Intermediate Similarity	0.7405	NPC160493
Intermediate Similarity	0.7395	NPC316797
Intermediate Similarity	0.7368	NPC258627
Intermediate Similarity	0.735	NPC3371
Intermediate Similarity	0.7333	NPC318154
Intermediate Similarity	0.7259	NPC210950
Intermediate Similarity	0.7259	NPC199738
Intermediate Similarity	0.7252	NPC190663
Intermediate Similarity	0.7252	NPC45777
Intermediate Similarity	0.7252	NPC477061
Intermediate Similarity	0.7193	NPC325441
Intermediate Similarity	0.7163	NPC477557
Intermediate Similarity	0.7154	NPC472919
Intermediate Similarity	0.7154	NPC211551
Intermediate Similarity	0.7143	NPC323007
Intermediate Similarity	0.7143	NPC33168
Intermediate Similarity	0.7121	NPC80150
Intermediate Similarity	0.712	NPC182549
Intermediate Similarity	0.712	NPC114741
Intermediate Similarity	0.7099	NPC310467
Intermediate Similarity	0.7069	NPC172128
Intermediate Similarity	0.7069	NPC185501
Intermediate Similarity	0.7023	NPC169328
Intermediate Similarity	0.7009	NPC119631
Intermediate Similarity	0.7007	NPC105717
Intermediate Similarity	0.7	NPC470392
Remote Similarity	0.6983	NPC220893
Remote Similarity	0.697	NPC237420
Remote Similarity	0.696	NPC472315
Remote Similarity	0.696	NPC474376
Remote Similarity	0.696	NPC472316
Remote Similarity	0.696	NPC475203
Remote Similarity	0.6957	NPC296712
Remote Similarity	0.6949	NPC265521
Remote Similarity	0.693	NPC58616
Remote Similarity	0.6929	NPC246079
Remote Similarity	0.6929	NPC246913
Remote Similarity	0.6923	NPC213156
Remote Similarity	0.6923	NPC240108
Remote Similarity	0.6899	NPC265002
Remote Similarity	0.6897	NPC304760
Remote Similarity	0.6889	NPC474862
Remote Similarity	0.6861	NPC47667
Remote Similarity	0.6853	NPC6570
Remote Similarity	0.6846	NPC474544
Remote Similarity	0.6846	NPC1986
Remote Similarity	0.6846	NPC132771
Remote Similarity	0.6838	NPC471315
Remote Similarity	0.6838	NPC471314
Remote Similarity	0.6833	NPC58674
Remote Similarity	0.6828	NPC197921
Remote Similarity	0.6825	NPC136962
Remote Similarity	0.6822	NPC234376
Remote Similarity	0.6821	NPC286551
Remote Similarity	0.6815	NPC86966
Remote Similarity	0.681	NPC89377
Remote Similarity	0.6809	NPC326966
Remote Similarity	0.6803	NPC473922
Remote Similarity	0.6791	NPC43275
Remote Similarity	0.6788	NPC211218
Remote Similarity	0.6781	NPC91953
Remote Similarity	0.6761	NPC471953
Remote Similarity	0.6744	NPC319579
Remote Similarity	0.6744	NPC183700
Remote Similarity	0.6744	NPC63345
Remote Similarity	0.6742	NPC235421
Remote Similarity	0.6741	NPC112823
Remote Similarity	0.6741	NPC263835
Remote Similarity	0.6739	NPC95733
Remote Similarity	0.6739	NPC62101
Remote Similarity	0.6736	NPC127741
Remote Similarity	0.6716	NPC254233
Remote Similarity	0.6715	NPC35996
Remote Similarity	0.6713	NPC64897
Remote Similarity	0.6713	NPC90693
Remote Similarity	0.6695	NPC173443
Remote Similarity	0.6693	NPC327481
Remote Similarity	0.6693	NPC477251
Remote Similarity	0.6692	NPC227553
Remote Similarity	0.6692	NPC163674
Remote Similarity	0.6692	NPC166837
Remote Similarity	0.6691	NPC29477
Remote Similarity	0.669	NPC45191
Remote Similarity	0.6667	NPC242913
Remote Similarity	0.6667	NPC212850
Remote Similarity	0.6667	NPC325651
Remote Similarity	0.6667	NPC198747
Remote Similarity	0.6667	NPC313414
Remote Similarity	0.6667	NPC469360
Remote Similarity	0.6667	NPC189724
Remote Similarity	0.6667	NPC171831
Remote Similarity	0.6667	NPC190955
Remote Similarity	0.6667	NPC256369
Remote Similarity	0.6667	NPC280616
Remote Similarity	0.6667	NPC83289
Remote Similarity	0.6645	NPC212699
Remote Similarity	0.6645	NPC207675
Remote Similarity	0.6645	NPC56635
Remote Similarity	0.6644	NPC321285
Remote Similarity	0.6643	NPC244866
Remote Similarity	0.6642	NPC45794
Remote Similarity	0.6641	NPC474584
Remote Similarity	0.6641	NPC277788
Remote Similarity	0.6639	NPC25565
Remote Similarity	0.6638	NPC475710
Remote Similarity	0.6623	NPC13470
Remote Similarity	0.6617	NPC303370
Remote Similarity	0.6617	NPC197470
Remote Similarity	0.6615	NPC474149
Remote Similarity	0.6614	NPC269457
Remote Similarity	0.6613	NPC12730
Remote Similarity	0.66	NPC477556
Remote Similarity	0.6593	NPC314992
Remote Similarity	0.6591	NPC153053
Remote Similarity	0.6589	NPC206341
Remote Similarity	0.6587	NPC234305
Remote Similarity	0.6585	NPC311242
Remote Similarity	0.6585	NPC473501
Remote Similarity	0.6585	NPC475439
Remote Similarity	0.6579	NPC165212
Remote Similarity	0.6577	NPC266741
Remote Similarity	0.6569	NPC324702
Remote Similarity	0.6568	NPC4910
Remote Similarity	0.6567	NPC2265
Remote Similarity	0.6562	NPC274089
Remote Similarity	0.6562	NPC37115
Remote Similarity	0.6562	NPC191215
Remote Similarity	0.656	NPC42211
Remote Similarity	0.6557	NPC303045
Remote Similarity	0.6557	NPC161972
Remote Similarity	0.6554	NPC468984
Remote Similarity	0.655	NPC477526
Remote Similarity	0.6549	NPC478147
Remote Similarity	0.6547	NPC473938
Remote Similarity	0.6544	NPC319950
Remote Similarity	0.6541	NPC221275
Remote Similarity	0.6538	NPC292758
Remote Similarity	0.6538	NPC65855
Remote Similarity	0.6538	NPC273837
Remote Similarity	0.6535	NPC88267
Remote Similarity	0.6535	NPC113326
Remote Similarity	0.6535	NPC194390
Remote Similarity	0.6535	NPC224610
Remote Similarity	0.6535	NPC85977
Remote Similarity	0.6533	NPC81026
Remote Similarity	0.6525	NPC476353
Remote Similarity	0.6522	NPC103387
Remote Similarity	0.6519	NPC38458
Remote Similarity	0.6519	NPC254088
Remote Similarity	0.6519	NPC311737
Remote Similarity	0.6515	NPC128368
Remote Similarity	0.6513	NPC283783
Remote Similarity	0.6512	NPC260952
Remote Similarity	0.6496	NPC471308
Remote Similarity	0.6496	NPC160120
Remote Similarity	0.6496	NPC478014
Remote Similarity	0.6496	NPC53596
Remote Similarity	0.6496	NPC17388
Remote Similarity	0.6496	NPC478016
Remote Similarity	0.6496	NPC478015
Remote Similarity	0.6496	NPC289330
Remote Similarity	0.6494	NPC182119
Remote Similarity	0.6493	NPC317254
Remote Similarity	0.6493	NPC296526
Remote Similarity	0.649	NPC247298
Remote Similarity	0.649	NPC83790
Remote Similarity	0.649	NPC128237
Remote Similarity	0.6489	NPC133308
Remote Similarity	0.6486	NPC239770
Remote Similarity	0.6483	NPC105541
Remote Similarity	0.648	NPC472318
Remote Similarity	0.648	NPC98911
Remote Similarity	0.648	NPC146351
Remote Similarity	0.648	NPC118343
Remote Similarity	0.6479	NPC311753
Remote Similarity	0.6475	NPC23453
Remote Similarity	0.6471	NPC329731
Remote Similarity	0.6471	NPC5932
Remote Similarity	0.6467	NPC106183
Remote Similarity	0.6467	NPC322878
Remote Similarity	0.6466	NPC270507
Remote Similarity	0.6463	NPC326407
Remote Similarity	0.6463	NPC317725
Remote Similarity	0.6463	NPC318930
Remote Similarity	0.6463	NPC317362
Remote Similarity	0.6463	NPC77992
Remote Similarity	0.6462	NPC469636
Remote Similarity	0.6462	NPC96224
Remote Similarity	0.6462	NPC24101
Remote Similarity	0.6458	NPC114102

Drug Structure

NPD4480 OpenBabel08211705262D 28 29 0 0 1 0 0 0 0 0999 V2000 -3.4641 8.0000 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 1.7321 -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 -3.4641 2.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 5.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 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 -4.3301 6.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 14 26 1 0 0 0 0 15 19 1 0 0 0 0 15 27 1 0 0 0 0 16 23 2 0 0 0 0 16 27 1 0 0 0 0 19 21 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 21 22 2 3 0 0 0 21 25 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012341
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	385.13
ALogP	0.3022
MLogP	3.11
XLogP	6.418
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	101.26
RO5 Violation	2