NPASS drugs

Drug Information

Drug ID:	NPD6346
Drug Name:	Alvimopan
Molecular Formula:	C25H32N2O4
Canonical SMILES:	OC(=O)CN=C([C@@H](Cc1ccccc1)CN1CC[C@@]([C@H](C1)C)(C)c1cccc(c1)O)O
Standard InCHI:	InChI=1S/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/t18-,20-,25+/m0/s1
Standard InCHIKey:	UPNUIXSCZBYVBB-JVFUWBCBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6346

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	107
0.1-0.2	699
0.2-0.3	2012
0.3-0.4	7690
0.4-0.5	6556
0.5-0.6	11042
0.6-0.7	2640
0.7-0.8	143
0.8-0.85	1
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	0.8043	NPC244866
Intermediate Similarity	0.7971	NPC326966
Intermediate Similarity	0.7812	NPC163674
Intermediate Similarity	0.777	NPC89769
Intermediate Similarity	0.777	NPC259665
Intermediate Similarity	0.777	NPC126859
Intermediate Similarity	0.7754	NPC268763
Intermediate Similarity	0.7754	NPC8305
Intermediate Similarity	0.7754	NPC66177
Intermediate Similarity	0.7734	NPC474149
Intermediate Similarity	0.7727	NPC38458
Intermediate Similarity	0.7727	NPC311737
Intermediate Similarity	0.771	NPC317254
Intermediate Similarity	0.7708	NPC476989
Intermediate Similarity	0.7698	NPC325651
Intermediate Similarity	0.7652	NPC82963
Intermediate Similarity	0.7626	NPC296712
Intermediate Similarity	0.7612	NPC268572
Intermediate Similarity	0.7591	NPC307020
Intermediate Similarity	0.7574	NPC474862
Intermediate Similarity	0.7571	NPC478147
Intermediate Similarity	0.7571	NPC271808
Intermediate Similarity	0.7571	NPC124802
Intermediate Similarity	0.7551	NPC266741
Intermediate Similarity	0.7519	NPC258056
Intermediate Similarity	0.75	NPC118202
Intermediate Similarity	0.75	NPC81026
Intermediate Similarity	0.75	NPC6913
Intermediate Similarity	0.7481	NPC319950
Intermediate Similarity	0.7481	NPC283760
Intermediate Similarity	0.7465	NPC257390
Intermediate Similarity	0.7453	NPC476227
Intermediate Similarity	0.745	NPC16188
Intermediate Similarity	0.7442	NPC96224
Intermediate Similarity	0.7442	NPC24101
Intermediate Similarity	0.7422	NPC231705
Intermediate Similarity	0.7417	NPC473491
Intermediate Similarity	0.7413	NPC313663
Intermediate Similarity	0.7407	NPC122009
Intermediate Similarity	0.7405	NPC227553
Intermediate Similarity	0.7379	NPC6570
Intermediate Similarity	0.7375	NPC40234
Intermediate Similarity	0.7372	NPC475544
Intermediate Similarity	0.7368	NPC233702
Intermediate Similarity	0.7364	NPC142297
Intermediate Similarity	0.7358	NPC107938
Intermediate Similarity	0.7358	NPC294516
Intermediate Similarity	0.7347	NPC197921
Intermediate Similarity	0.7343	NPC45191
Intermediate Similarity	0.7333	NPC283468
Intermediate Similarity	0.7319	NPC27581
Intermediate Similarity	0.7308	NPC153690
Intermediate Similarity	0.7297	NPC91953
Intermediate Similarity	0.7296	NPC304074
Intermediate Similarity	0.7296	NPC290755
Intermediate Similarity	0.7296	NPC471771
Intermediate Similarity	0.7292	NPC149379
Intermediate Similarity	0.7273	NPC39431
Intermediate Similarity	0.7266	NPC471314
Intermediate Similarity	0.7266	NPC471315
Intermediate Similarity	0.7261	NPC469243
Intermediate Similarity	0.7252	NPC65855
Intermediate Similarity	0.7252	NPC292758
Intermediate Similarity	0.7239	NPC473354
Intermediate Similarity	0.7233	NPC223207
Intermediate Similarity	0.7226	NPC42657
Intermediate Similarity	0.7222	NPC230611
Intermediate Similarity	0.7208	NPC202198
Intermediate Similarity	0.7195	NPC50016
Intermediate Similarity	0.7194	NPC142577
Intermediate Similarity	0.7188	NPC61004
Intermediate Similarity	0.7188	NPC178902
Intermediate Similarity	0.7183	NPC476353
Intermediate Similarity	0.7181	NPC469360
Intermediate Similarity	0.7178	NPC137627
Intermediate Similarity	0.7178	NPC273755
Intermediate Similarity	0.7178	NPC306804
Intermediate Similarity	0.7174	NPC321133
Intermediate Similarity	0.7143	NPC478058
Intermediate Similarity	0.7134	NPC155506
Intermediate Similarity	0.7134	NPC158277
Intermediate Similarity	0.7134	NPC279871
Intermediate Similarity	0.7134	NPC159767
Intermediate Similarity	0.7134	NPC473402
Intermediate Similarity	0.7133	NPC477839
Intermediate Similarity	0.7132	NPC323810
Intermediate Similarity	0.7125	NPC63931
Intermediate Similarity	0.7124	NPC132771
Intermediate Similarity	0.7124	NPC476444
Intermediate Similarity	0.7123	NPC267237
Intermediate Similarity	0.7122	NPC284078
Intermediate Similarity	0.712	NPC32714
Intermediate Similarity	0.7117	NPC89831
Intermediate Similarity	0.7115	NPC473580
Intermediate Similarity	0.7115	NPC476268
Intermediate Similarity	0.7111	NPC142599
Intermediate Similarity	0.7105	NPC475578
Intermediate Similarity	0.7103	NPC114102
Intermediate Similarity	0.7099	NPC320439
Intermediate Similarity	0.709	NPC62867
Intermediate Similarity	0.709	NPC177962
Intermediate Similarity	0.7089	NPC244336
Intermediate Similarity	0.7087	NPC92730
Intermediate Similarity	0.7086	NPC473922
Intermediate Similarity	0.7086	NPC106183
Intermediate Similarity	0.708	NPC76308
Intermediate Similarity	0.708	NPC325295
Intermediate Similarity	0.7073	NPC248670
Intermediate Similarity	0.7067	NPC168861
Intermediate Similarity	0.7063	NPC191863
Intermediate Similarity	0.7063	NPC133470
Intermediate Similarity	0.7063	NPC289776
Intermediate Similarity	0.7055	NPC276506
Intermediate Similarity	0.7055	NPC475123
Intermediate Similarity	0.7055	NPC475204
Intermediate Similarity	0.705	NPC289330
Intermediate Similarity	0.705	NPC471308
Intermediate Similarity	0.705	NPC53596
Intermediate Similarity	0.705	NPC17388
Intermediate Similarity	0.705	NPC160120
Intermediate Similarity	0.7047	NPC48202
Intermediate Similarity	0.7045	NPC11554
Intermediate Similarity	0.7042	NPC4974
Intermediate Similarity	0.7042	NPC265413
Intermediate Similarity	0.7042	NPC10154
Intermediate Similarity	0.704	NPC76938
Intermediate Similarity	0.7031	NPC155847
Intermediate Similarity	0.7031	NPC289381
Intermediate Similarity	0.7025	NPC212699
Intermediate Similarity	0.7025	NPC207675
Intermediate Similarity	0.7024	NPC476321
Intermediate Similarity	0.7015	NPC266937
Intermediate Similarity	0.7015	NPC77772
Intermediate Similarity	0.7015	NPC470770
Intermediate Similarity	0.7014	NPC251571
Intermediate Similarity	0.7008	NPC225464
Intermediate Similarity	0.7007	NPC132847
Intermediate Similarity	0.7006	NPC194671
Intermediate Similarity	0.7006	NPC45037
Intermediate Similarity	0.7006	NPC269750
Intermediate Similarity	0.7	NPC164852
Intermediate Similarity	0.7	NPC241001
Intermediate Similarity	0.7	NPC150712
Intermediate Similarity	0.7	NPC241794
Remote Similarity	0.6993	NPC328824
Remote Similarity	0.6992	NPC254833
Remote Similarity	0.6992	NPC228343
Remote Similarity	0.6988	NPC196243
Remote Similarity	0.6987	NPC56685
Remote Similarity	0.6982	NPC471526
Remote Similarity	0.698	NPC313694
Remote Similarity	0.698	NPC167944
Remote Similarity	0.698	NPC42793
Remote Similarity	0.698	NPC231884
Remote Similarity	0.698	NPC242159
Remote Similarity	0.6978	NPC43275
Remote Similarity	0.6977	NPC252105
Remote Similarity	0.6977	NPC318154
Remote Similarity	0.696	NPC3358
Remote Similarity	0.696	NPC94139
Remote Similarity	0.696	NPC210497
Remote Similarity	0.696	NPC147284
Remote Similarity	0.696	NPC306884
Remote Similarity	0.696	NPC55903
Remote Similarity	0.696	NPC162314
Remote Similarity	0.6957	NPC610
Remote Similarity	0.6957	NPC200988
Remote Similarity	0.6957	NPC175799
Remote Similarity	0.6957	NPC145023
Remote Similarity	0.6954	NPC323123
Remote Similarity	0.6954	NPC212850
Remote Similarity	0.6954	NPC83289
Remote Similarity	0.6954	NPC189724
Remote Similarity	0.6951	NPC274198
Remote Similarity	0.6951	NPC46009
Remote Similarity	0.6951	NPC198254
Remote Similarity	0.695	NPC249340
Remote Similarity	0.695	NPC109151
Remote Similarity	0.695	NPC162935
Remote Similarity	0.6948	NPC5462
Remote Similarity	0.6944	NPC305717
Remote Similarity	0.6943	NPC275839
Remote Similarity	0.6941	NPC294951
Remote Similarity	0.694	NPC13482
Remote Similarity	0.694	NPC63345
Remote Similarity	0.6939	NPC3202
Remote Similarity	0.6939	NPC214869
Remote Similarity	0.6933	NPC328649
Remote Similarity	0.6933	NPC209463
Remote Similarity	0.6933	NPC214988
Remote Similarity	0.6929	NPC292730
Remote Similarity	0.6929	NPC473388
Remote Similarity	0.6929	NPC82664
Remote Similarity	0.6929	NPC132271
Remote Similarity	0.6929	NPC33168
Remote Similarity	0.6929	NPC216520
Remote Similarity	0.6928	NPC26108
Remote Similarity	0.6928	NPC471165
Remote Similarity	0.6923	NPC474532
Remote Similarity	0.6918	NPC195749

Drug Structure

NPD6346 OpenBabel08211709092D 34 36 0 0 1 0 0 0 0 0999 V2000 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 5.1962 -2.0000 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 -2.0000 -1.7321 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 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 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 -0.0000 -1.7321 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 1.7321 -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 0.8660 -0.5000 0.0000 C 0 0 1 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 3.4641 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 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 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 21 1 0 0 0 0 10 22 2 0 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 27 1 0 0 0 0 13 19 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 15 26 1 0 0 0 0 16 18 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 27 1 0 0 0 0 18 25 1 6 0 0 0 20 13 1 1 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 28 1 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 24 26 2 3 0 0 0 24 31 1 0 0 0 0 25 2 1 1 0 0 0 28 32 1 0 0 0 0 30 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001140
DrugBank	DB06274
ChEMBL	CHEMBL270190
IUPHAR/BPS	7471
PharmaGKB	PA164754864
KEGG Drug	D02878
PubChem CID	5488548
ChEBI	135686
CAS Number	156053-89-3

Drug Properties

Molecular Weight	424.24
ALogP	-0.0978
MLogP	3.55
XLogP	5.78
HDA	5
HBD	3
Rotatable Bonds	13
TPSA	93.36
RO5 Violation	1