NPASS drugs

Drug Information

Drug ID:	NPD4173
Drug Name:	Oxyphencyclimine
Molecular Formula:	C20H28N2O3
Canonical SMILES:	CN1CCCN=C1COC(=O)C(c1ccccc1)(C1CCCCC1)O
Standard InCHI:	InChI=1S/C20H28N2O3/c1-22-14-8-13-21-18(22)15-25-19(23)20(24,16-9-4-2-5-10-16)17-11-6-3-7-12-17/h2,4-5,9-10,17,24H,3,6-8,11-15H2,1H3
Standard InCHIKey:	DUDKAZCAISNGQN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4173

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	93
0.1-0.2	541
0.2-0.3	1701
0.3-0.4	5693
0.4-0.5	12555
0.5-0.6	9614
0.6-0.7	678
0.7-0.8	15
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	0.7465	NPC65310
Intermediate Similarity	0.7357	NPC476281
Intermediate Similarity	0.7357	NPC476184
Intermediate Similarity	0.7286	NPC476183
Intermediate Similarity	0.7273	NPC4974
Intermediate Similarity	0.7254	NPC476278
Intermediate Similarity	0.7203	NPC476241
Intermediate Similarity	0.7203	NPC476260
Intermediate Similarity	0.7153	NPC476125
Intermediate Similarity	0.7153	NPC476179
Intermediate Similarity	0.7133	NPC127741
Intermediate Similarity	0.7047	NPC313663
Intermediate Similarity	0.7045	NPC160382
Intermediate Similarity	0.7042	NPC80150
Intermediate Similarity	0.702	NPC68865
Remote Similarity	0.6939	NPC199738
Remote Similarity	0.6939	NPC210950
Remote Similarity	0.6923	NPC190663
Remote Similarity	0.6908	NPC6570
Remote Similarity	0.6906	NPC1986
Remote Similarity	0.6906	NPC474544
Remote Similarity	0.6901	NPC237420
Remote Similarity	0.6879	NPC135121
Remote Similarity	0.6867	NPC45191
Remote Similarity	0.686	NPC475685
Remote Similarity	0.6849	NPC471466
Remote Similarity	0.6828	NPC84281
Remote Similarity	0.6828	NPC213126
Remote Similarity	0.6828	NPC160493
Remote Similarity	0.6828	NPC291027
Remote Similarity	0.6828	NPC317474
Remote Similarity	0.6828	NPC169485
Remote Similarity	0.6818	NPC307357
Remote Similarity	0.6818	NPC46098
Remote Similarity	0.6818	NPC268841
Remote Similarity	0.6813	NPC162104
Remote Similarity	0.6803	NPC474847
Remote Similarity	0.6783	NPC310467
Remote Similarity	0.6779	NPC296712
Remote Similarity	0.6772	NPC145113
Remote Similarity	0.6761	NPC212891
Remote Similarity	0.6757	NPC477937
Remote Similarity	0.6752	NPC201244
Remote Similarity	0.6752	NPC477217
Remote Similarity	0.6742	NPC175852
Remote Similarity	0.6742	NPC210529
Remote Similarity	0.6742	NPC160548
Remote Similarity	0.6739	NPC158854
Remote Similarity	0.6735	NPC285394
Remote Similarity	0.6733	NPC69496
Remote Similarity	0.6732	NPC474811
Remote Similarity	0.6732	NPC475318
Remote Similarity	0.6732	NPC475598
Remote Similarity	0.6732	NPC9687
Remote Similarity	0.6732	NPC90194
Remote Similarity	0.6732	NPC260045
Remote Similarity	0.6732	NPC293377
Remote Similarity	0.6732	NPC474855
Remote Similarity	0.6732	NPC76785
Remote Similarity	0.6732	NPC151706
Remote Similarity	0.6732	NPC476102
Remote Similarity	0.6732	NPC49577
Remote Similarity	0.6732	NPC474787
Remote Similarity	0.6732	NPC79465
Remote Similarity	0.6732	NPC273907
Remote Similarity	0.6732	NPC118099
Remote Similarity	0.6725	NPC26108
Remote Similarity	0.6713	NPC169328
Remote Similarity	0.6711	NPC245836
Remote Similarity	0.6711	NPC233910
Remote Similarity	0.6667	NPC248670
Remote Similarity	0.6667	NPC329761
Remote Similarity	0.6667	NPC269398
Remote Similarity	0.6667	NPC225648
Remote Similarity	0.6667	NPC35996
Remote Similarity	0.6667	NPC263493
Remote Similarity	0.6648	NPC471195
Remote Similarity	0.6648	NPC471196
Remote Similarity	0.6647	NPC196091
Remote Similarity	0.6646	NPC473922
Remote Similarity	0.6646	NPC209509
Remote Similarity	0.6645	NPC246913
Remote Similarity	0.6645	NPC275538
Remote Similarity	0.6645	NPC325479
Remote Similarity	0.6629	NPC94862
Remote Similarity	0.6627	NPC469243
Remote Similarity	0.6627	NPC475544
Remote Similarity	0.6624	NPC139326
Remote Similarity	0.6624	NPC161069
Remote Similarity	0.662	NPC33742
Remote Similarity	0.6608	NPC89831
Remote Similarity	0.6607	NPC223207
Remote Similarity	0.6606	NPC56635
Remote Similarity	0.6604	NPC262077
Remote Similarity	0.6604	NPC81026
Remote Similarity	0.66	NPC89923
Remote Similarity	0.66	NPC105114
Remote Similarity	0.66	NPC239990
Remote Similarity	0.66	NPC71933
Remote Similarity	0.66	NPC152850
Remote Similarity	0.6597	NPC45794
Remote Similarity	0.6585	NPC473580
Remote Similarity	0.6584	NPC132771
Remote Similarity	0.6577	NPC474479
Remote Similarity	0.6571	NPC475002
Remote Similarity	0.6571	NPC95126
Remote Similarity	0.6568	NPC471771
Remote Similarity	0.6568	NPC304074
Remote Similarity	0.6568	NPC290755
Remote Similarity	0.6556	NPC469666
Remote Similarity	0.6548	NPC471051
Remote Similarity	0.6548	NPC471053
Remote Similarity	0.6548	NPC471052
Remote Similarity	0.6541	NPC266741
Remote Similarity	0.6541	NPC5620
Remote Similarity	0.6538	NPC132636
Remote Similarity	0.6536	NPC246079
Remote Similarity	0.6533	NPC136453
Remote Similarity	0.6532	NPC473354
Remote Similarity	0.6525	NPC158282
Remote Similarity	0.6524	NPC39431
Remote Similarity	0.6522	NPC105717
Remote Similarity	0.6519	NPC316797
Remote Similarity	0.6519	NPC197682
Remote Similarity	0.651	NPC473938
Remote Similarity	0.651	NPC14141
Remote Similarity	0.6509	NPC63931
Remote Similarity	0.6506	NPC297145
Remote Similarity	0.6506	NPC197743
Remote Similarity	0.6503	NPC221275
Remote Similarity	0.65	NPC292758
Remote Similarity	0.65	NPC314114
Remote Similarity	0.65	NPC65855
Remote Similarity	0.6494	NPC244866
Remote Similarity	0.6491	NPC280022
Remote Similarity	0.6486	NPC474862
Remote Similarity	0.6479	NPC273814
Remote Similarity	0.6474	NPC471264
Remote Similarity	0.6474	NPC273755
Remote Similarity	0.6474	NPC471265
Remote Similarity	0.6471	NPC157311
Remote Similarity	0.6471	NPC318154
Remote Similarity	0.6467	NPC47667
Remote Similarity	0.6463	NPC280827
Remote Similarity	0.6463	NPC243059
Remote Similarity	0.6463	NPC122590
Remote Similarity	0.6461	NPC471049
Remote Similarity	0.6461	NPC471050
Remote Similarity	0.6461	NPC471048
Remote Similarity	0.646	NPC311658
Remote Similarity	0.646	NPC138775
Remote Similarity	0.6457	NPC474081
Remote Similarity	0.6456	NPC168113
Remote Similarity	0.645	NPC476750
Remote Similarity	0.6448	NPC302715
Remote Similarity	0.6447	NPC103605
Remote Similarity	0.6447	NPC81092
Remote Similarity	0.6444	NPC473815
Remote Similarity	0.6443	NPC108286
Remote Similarity	0.6438	NPC314992
Remote Similarity	0.6433	NPC92784
Remote Similarity	0.6433	NPC476133
Remote Similarity	0.6433	NPC77992
Remote Similarity	0.6433	NPC470884
Remote Similarity	0.6433	NPC98424
Remote Similarity	0.6433	NPC473502
Remote Similarity	0.6433	NPC178662
Remote Similarity	0.6429	NPC281604
Remote Similarity	0.6429	NPC8761
Remote Similarity	0.6429	NPC44805
Remote Similarity	0.642	NPC471820
Remote Similarity	0.642	NPC471821
Remote Similarity	0.6415	NPC176226
Remote Similarity	0.6415	NPC91953
Remote Similarity	0.6414	NPC105141
Remote Similarity	0.6414	NPC242764
Remote Similarity	0.641	NPC314835
Remote Similarity	0.6408	NPC234376
Remote Similarity	0.6407	NPC207675
Remote Similarity	0.6407	NPC93343
Remote Similarity	0.6407	NPC212699
Remote Similarity	0.6405	NPC325651
Remote Similarity	0.6405	NPC478147
Remote Similarity	0.6403	NPC191215
Remote Similarity	0.6403	NPC45033
Remote Similarity	0.6403	NPC136962
Remote Similarity	0.6403	NPC274089
Remote Similarity	0.64	NPC475607
Remote Similarity	0.64	NPC50016
Remote Similarity	0.6395	NPC319950
Remote Similarity	0.6392	NPC153007
Remote Similarity	0.6389	NPC469509
Remote Similarity	0.6387	NPC470392
Remote Similarity	0.6382	NPC476353
Remote Similarity	0.638	NPC129666
Remote Similarity	0.638	NPC2501
Remote Similarity	0.6379	NPC137627
Remote Similarity	0.6379	NPC306804
Remote Similarity	0.6376	NPC26285
Remote Similarity	0.6376	NPC142577

Drug Structure

NPD4173 OpenBabel08211704332D 26 28 0 0 1 0 0 0 0 0999 V2000 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0981 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0981 -3.3660 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 1.7321 -5.0000 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 4.0981 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 -0.8660 0.5000 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 3.5981 -2.5000 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 0.0000 -1.0000 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 2.5981 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0981 -3.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 15 25 1 0 0 0 0 16 20 1 0 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 23 2 0 0 0 0 19 25 1 0 0 0 0 20 24 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000835
DrugBank	DB00383
ChEMBL	CHEMBL1495
IUPHAR/BPS	7256
PharmaGKB	PA164776910
KEGG Drug
PubChem CID	4642
ChEBI	7868
CAS Number	125-53-1

Drug Properties

Molecular Weight	344.21
ALogP	-2.5603
MLogP	3.11
XLogP	4.82
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	62.13
RO5 Violation	0