NPASS drugs

Drug Information

Drug ID:	NPD6792
Drug Name:	Asimadoline
Molecular Formula:	C27H30N2O2
Canonical SMILES:	O[C@H]1CCN(C1)C[C@@H](N(C(=O)C(c1ccccc1)c1ccccc1)C)c1ccccc1
Standard InCHI:	InChI=1S/C27H30N2O2/c1-28(25(21-11-5-2-6-12-21)20-29-18-17-24(30)19-29)27(31)26(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,24-26,30H,17-20H2,1H3/t24-,25+/m0/s1
Standard InCHIKey:	JHLHNYVMZCADTC-LOSJGSFVSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6792

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	83
0.1-0.2	656
0.2-0.3	2222
0.3-0.4	10384
0.4-0.5	14241
0.5-0.6	2761
0.6-0.7	449
0.7-0.8	94
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	0.7846	NPC474082
Intermediate Similarity	0.7846	NPC175726
Intermediate Similarity	0.782	NPC473322
Intermediate Similarity	0.7737	NPC79465
Intermediate Similarity	0.7737	NPC9687
Intermediate Similarity	0.7737	NPC273907
Intermediate Similarity	0.7737	NPC474811
Intermediate Similarity	0.7737	NPC76785
Intermediate Similarity	0.7737	NPC49577
Intermediate Similarity	0.7737	NPC293377
Intermediate Similarity	0.7737	NPC90194
Intermediate Similarity	0.7737	NPC474855
Intermediate Similarity	0.7737	NPC118099
Intermediate Similarity	0.7737	NPC260045
Intermediate Similarity	0.7737	NPC475598
Intermediate Similarity	0.7737	NPC151706
Intermediate Similarity	0.7737	NPC474787
Intermediate Similarity	0.7737	NPC475318
Intermediate Similarity	0.7737	NPC476102
Intermediate Similarity	0.7704	NPC255447
Intermediate Similarity	0.7686	NPC473418
Intermediate Similarity	0.7481	NPC200964
Intermediate Similarity	0.7465	NPC161069
Intermediate Similarity	0.7462	NPC220698
Intermediate Similarity	0.7444	NPC6975
Intermediate Similarity	0.7442	NPC285926
Intermediate Similarity	0.7442	NPC14672
Intermediate Similarity	0.7442	NPC315276
Intermediate Similarity	0.7385	NPC470545
Intermediate Similarity	0.7372	NPC200589
Intermediate Similarity	0.7368	NPC317474
Intermediate Similarity	0.7368	NPC169485
Intermediate Similarity	0.7368	NPC252878
Intermediate Similarity	0.7368	NPC291027
Intermediate Similarity	0.7368	NPC84281
Intermediate Similarity	0.7368	NPC213126
Intermediate Similarity	0.7361	NPC209509
Intermediate Similarity	0.7353	NPC89923
Intermediate Similarity	0.7353	NPC105114
Intermediate Similarity	0.7353	NPC239990
Intermediate Similarity	0.7353	NPC152850
Intermediate Similarity	0.7353	NPC71933
Intermediate Similarity	0.7348	NPC302169
Intermediate Similarity	0.7333	NPC79698
Intermediate Similarity	0.7328	NPC470546
Intermediate Similarity	0.7313	NPC46427
Intermediate Similarity	0.7308	NPC470544
Intermediate Similarity	0.7299	NPC111428
Intermediate Similarity	0.7293	NPC202521
Intermediate Similarity	0.7279	NPC136453
Intermediate Similarity	0.7273	NPC269398
Intermediate Similarity	0.7273	NPC263493
Intermediate Similarity	0.7266	NPC473962
Intermediate Similarity	0.726	NPC138775
Intermediate Similarity	0.7255	NPC73644
Intermediate Similarity	0.7254	NPC470884
Intermediate Similarity	0.7254	NPC98424
Intermediate Similarity	0.7254	NPC92784
Intermediate Similarity	0.7254	NPC178662
Intermediate Similarity	0.7254	NPC476133
Intermediate Similarity	0.7246	NPC69496
Intermediate Similarity	0.7241	NPC471680
Intermediate Similarity	0.7218	NPC476990
Intermediate Similarity	0.7214	NPC287401
Intermediate Similarity	0.7194	NPC157311
Intermediate Similarity	0.7192	NPC262077
Intermediate Similarity	0.7172	NPC476978
Intermediate Similarity	0.7164	NPC71684
Intermediate Similarity	0.7164	NPC314192
Intermediate Similarity	0.7163	NPC248283
Intermediate Similarity	0.7154	NPC33742
Intermediate Similarity	0.7143	NPC8761
Intermediate Similarity	0.7143	NPC44805
Intermediate Similarity	0.7133	NPC122590
Intermediate Similarity	0.7124	NPC104345
Intermediate Similarity	0.7103	NPC470301
Intermediate Similarity	0.7101	NPC319766
Intermediate Similarity	0.7099	NPC101139
Intermediate Similarity	0.7099	NPC473573
Intermediate Similarity	0.7092	NPC245836
Intermediate Similarity	0.7092	NPC233910
Intermediate Similarity	0.708	NPC474847
Intermediate Similarity	0.7077	NPC35850
Intermediate Similarity	0.7077	NPC276949
Intermediate Similarity	0.7071	NPC130309
Intermediate Similarity	0.7071	NPC126458
Intermediate Similarity	0.7063	NPC45033
Intermediate Similarity	0.7063	NPC471264
Intermediate Similarity	0.7063	NPC471265
Intermediate Similarity	0.7055	NPC52748
Intermediate Similarity	0.7008	NPC55529
Intermediate Similarity	0.7007	NPC222466
Intermediate Similarity	0.7007	NPC285394
Intermediate Similarity	0.7007	NPC5620
Remote Similarity	0.6987	NPC472120
Remote Similarity	0.6987	NPC472101
Remote Similarity	0.6987	NPC472117
Remote Similarity	0.6984	NPC167336
Remote Similarity	0.6957	NPC101719
Remote Similarity	0.6954	NPC233702
Remote Similarity	0.6933	NPC2501
Remote Similarity	0.6929	NPC469666
Remote Similarity	0.6923	NPC472102
Remote Similarity	0.6923	NPC309531
Remote Similarity	0.6917	NPC239357
Remote Similarity	0.6914	NPC475427
Remote Similarity	0.6899	NPC472106
Remote Similarity	0.6892	NPC315266
Remote Similarity	0.6875	NPC473360
Remote Similarity	0.6871	NPC139326
Remote Similarity	0.6867	NPC471821
Remote Similarity	0.6867	NPC105717
Remote Similarity	0.6867	NPC240848
Remote Similarity	0.6867	NPC471820
Remote Similarity	0.6849	NPC46098
Remote Similarity	0.6849	NPC268841
Remote Similarity	0.6849	NPC307357
Remote Similarity	0.6838	NPC27833
Remote Similarity	0.6828	NPC127741
Remote Similarity	0.6821	NPC254798
Remote Similarity	0.6821	NPC212799
Remote Similarity	0.6821	NPC129666
Remote Similarity	0.68	NPC329761
Remote Similarity	0.68	NPC225648
Remote Similarity	0.68	NPC16188
Remote Similarity	0.6797	NPC66936
Remote Similarity	0.6786	NPC65310
Remote Similarity	0.6783	NPC257390
Remote Similarity	0.6769	NPC292758
Remote Similarity	0.6769	NPC65855
Remote Similarity	0.6757	NPC251439
Remote Similarity	0.6757	NPC186284
Remote Similarity	0.6757	NPC22082
Remote Similarity	0.6755	NPC324445
Remote Similarity	0.6748	NPC136797
Remote Similarity	0.6736	NPC313663
Remote Similarity	0.6735	NPC239762
Remote Similarity	0.6735	NPC163392
Remote Similarity	0.6735	NPC476259
Remote Similarity	0.6732	NPC162104
Remote Similarity	0.6731	NPC297145
Remote Similarity	0.6731	NPC197743
Remote Similarity	0.6728	NPC89831
Remote Similarity	0.6719	NPC476198
Remote Similarity	0.6713	NPC120251
Remote Similarity	0.6711	NPC283783
Remote Similarity	0.6694	NPC470926
Remote Similarity	0.6691	NPC35996
Remote Similarity	0.669	NPC141050
Remote Similarity	0.6689	NPC315051
Remote Similarity	0.6689	NPC135121
Remote Similarity	0.6689	NPC150712
Remote Similarity	0.6689	NPC145113
Remote Similarity	0.6688	NPC286551
Remote Similarity	0.6667	NPC325479
Remote Similarity	0.6667	NPC477217
Remote Similarity	0.6667	NPC132636
Remote Similarity	0.6667	NPC256452
Remote Similarity	0.6667	NPC316906
Remote Similarity	0.6667	NPC201244
Remote Similarity	0.6667	NPC473491
Remote Similarity	0.6646	NPC473003
Remote Similarity	0.6646	NPC469901
Remote Similarity	0.6646	NPC317725
Remote Similarity	0.6646	NPC326407
Remote Similarity	0.6644	NPC197682
Remote Similarity	0.6643	NPC300315
Remote Similarity	0.6643	NPC22746
Remote Similarity	0.6642	NPC246904
Remote Similarity	0.6624	NPC29285
Remote Similarity	0.6623	NPC314358
Remote Similarity	0.6603	NPC476268
Remote Similarity	0.6599	NPC68865
Remote Similarity	0.6596	NPC47667
Remote Similarity	0.6593	NPC188010
Remote Similarity	0.6589	NPC143516
Remote Similarity	0.6585	NPC71140
Remote Similarity	0.6585	NPC474974
Remote Similarity	0.6582	NPC113946
Remote Similarity	0.6581	NPC202198
Remote Similarity	0.6577	NPC168113
Remote Similarity	0.6573	NPC213969
Remote Similarity	0.6573	NPC165726
Remote Similarity	0.6556	NPC313867
Remote Similarity	0.6556	NPC316008
Remote Similarity	0.6554	NPC242159
Remote Similarity	0.6554	NPC313694
Remote Similarity	0.6552	NPC246913
Remote Similarity	0.6545	NPC477462
Remote Similarity	0.6543	NPC328649
Remote Similarity	0.6538	NPC473002
Remote Similarity	0.6538	NPC130898
Remote Similarity	0.6538	NPC471447
Remote Similarity	0.6538	NPC474804
Remote Similarity	0.6538	NPC474973
Remote Similarity	0.6533	NPC176226
Remote Similarity	0.6522	NPC63931
Remote Similarity	0.6508	NPC322598
Remote Similarity	0.65	NPC315368
Remote Similarity	0.65	NPC73655

Drug Structure

NPD6792 OpenBabel08211710072D 32 35 0 0 1 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 3.4641 5.0000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 4.3301 4.5000 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 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 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 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 -1.5827 -0.3364 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 -0.1045 -0.9945 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 2.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 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 2.5981 1.5000 0.0000 C 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4894 -2.1160 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 -2.4839 -2.2205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 22 1 0 0 0 0 15 23 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 29 1 0 0 0 0 19 24 1 0 0 0 0 19 29 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 26 1 0 0 0 0 24 30 1 1 0 0 0 25 20 1 6 0 0 0 25 28 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 27 31 2 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000704
DrugBank	DB05104
ChEMBL	CHEMBL1190199
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	179340
ChEBI
CAS Number	153205-46-0

Drug Properties

Molecular Weight	414.23
ALogP	-1.4783
MLogP	3.99
XLogP	8.486
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	43.78
RO5 Violation	1