NPASS drugs

Drug Information

Drug ID:	NPD5723
Drug Name:
Molecular Formula:	C23H32N2O3
Canonical SMILES:	COC(c1ccccc1)CN1CCN(CC1)CC(C(c1ccccc1)OC)O
Standard InCHI:	InChI=1S/C23H32N2O3/c1-27-22(19-9-5-3-6-10-19)18-25-15-13-24(14-16-25)17-21(26)23(28-2)20-11-7-4-8-12-20/h3-12,21-23,26H,13-18H2,1-2H3
Standard InCHIKey:	VSTNNAYSCJQCQI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5723

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	91
0.1-0.2	659
0.2-0.3	1966
0.3-0.4	8652
0.4-0.5	9652
0.5-0.6	8524
0.6-0.7	1298
0.7-0.8	46
0.8-0.85	2
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	0.8362	NPC65855
Intermediate Similarity	0.8362	NPC292758
Intermediate Similarity	0.7982	NPC316797
Intermediate Similarity	0.7826	NPC228400
Intermediate Similarity	0.7826	NPC214200
Intermediate Similarity	0.775	NPC24777
Intermediate Similarity	0.7674	NPC307020
Intermediate Similarity	0.75	NPC474544
Intermediate Similarity	0.75	NPC1986
Intermediate Similarity	0.7458	NPC327226
Intermediate Similarity	0.7424	NPC65310
Intermediate Similarity	0.7405	NPC285394
Intermediate Similarity	0.7339	NPC269340
Intermediate Similarity	0.7333	NPC147000
Intermediate Similarity	0.7333	NPC150254
Intermediate Similarity	0.7333	NPC304761
Intermediate Similarity	0.7333	NPC226778
Intermediate Similarity	0.7313	NPC469666
Intermediate Similarity	0.7273	NPC211551
Intermediate Similarity	0.7244	NPC101139
Intermediate Similarity	0.7231	NPC321133
Intermediate Similarity	0.7154	NPC14950
Intermediate Similarity	0.7113	NPC83289
Intermediate Similarity	0.7113	NPC189724
Intermediate Similarity	0.7113	NPC212850
Intermediate Similarity	0.7099	NPC326232
Intermediate Similarity	0.7099	NPC476183
Intermediate Similarity	0.7094	NPC58674
Intermediate Similarity	0.7094	NPC20142
Intermediate Similarity	0.7094	NPC215351
Intermediate Similarity	0.709	NPC95733
Intermediate Similarity	0.709	NPC62101
Intermediate Similarity	0.709	NPC474847
Intermediate Similarity	0.7071	NPC127741
Intermediate Similarity	0.7059	NPC303611
Intermediate Similarity	0.7059	NPC226096
Intermediate Similarity	0.7059	NPC164514
Intermediate Similarity	0.7059	NPC290515
Intermediate Similarity	0.7059	NPC108606
Intermediate Similarity	0.7055	NPC245974
Intermediate Similarity	0.7045	NPC476184
Intermediate Similarity	0.7045	NPC476281
Intermediate Similarity	0.7037	NPC141739
Intermediate Similarity	0.7037	NPC320242
Intermediate Similarity	0.7037	NPC136112
Intermediate Similarity	0.7037	NPC29477
Intermediate Similarity	0.7034	NPC247298
Intermediate Similarity	0.7015	NPC211218
Remote Similarity	0.6978	NPC313663
Remote Similarity	0.6978	NPC247018
Remote Similarity	0.6978	NPC307123
Remote Similarity	0.6978	NPC97870
Remote Similarity	0.6972	NPC231163
Remote Similarity	0.6972	NPC318591
Remote Similarity	0.6966	NPC178466
Remote Similarity	0.6966	NPC63628
Remote Similarity	0.6944	NPC204546
Remote Similarity	0.694	NPC476278
Remote Similarity	0.6911	NPC224610
Remote Similarity	0.6911	NPC88267
Remote Similarity	0.6911	NPC113326
Remote Similarity	0.6911	NPC194390
Remote Similarity	0.6906	NPC246079
Remote Similarity	0.6906	NPC257390
Remote Similarity	0.6894	NPC43275
Remote Similarity	0.6889	NPC476260
Remote Similarity	0.6889	NPC476241
Remote Similarity	0.6879	NPC9687
Remote Similarity	0.6879	NPC474855
Remote Similarity	0.6879	NPC273907
Remote Similarity	0.6879	NPC151706
Remote Similarity	0.6879	NPC90194
Remote Similarity	0.6879	NPC79465
Remote Similarity	0.6879	NPC293377
Remote Similarity	0.6879	NPC475598
Remote Similarity	0.6879	NPC260045
Remote Similarity	0.6879	NPC76785
Remote Similarity	0.6879	NPC476102
Remote Similarity	0.6879	NPC475318
Remote Similarity	0.6879	NPC49577
Remote Similarity	0.6879	NPC474787
Remote Similarity	0.6879	NPC118099
Remote Similarity	0.6879	NPC474811
Remote Similarity	0.6875	NPC265002
Remote Similarity	0.687	NPC266389
Remote Similarity	0.687	NPC216605
Remote Similarity	0.687	NPC122245
Remote Similarity	0.6866	NPC26285
Remote Similarity	0.6861	NPC218323
Remote Similarity	0.6853	NPC41473
Remote Similarity	0.6853	NPC312770
Remote Similarity	0.6853	NPC160607
Remote Similarity	0.6853	NPC204848
Remote Similarity	0.6853	NPC193528
Remote Similarity	0.6853	NPC14600
Remote Similarity	0.685	NPC30563
Remote Similarity	0.6846	NPC213
Remote Similarity	0.6846	NPC10286
Remote Similarity	0.6838	NPC476125
Remote Similarity	0.6838	NPC476179
Remote Similarity	0.6833	NPC33168
Remote Similarity	0.6822	NPC120217
Remote Similarity	0.6806	NPC299583
Remote Similarity	0.6803	NPC135121
Remote Similarity	0.68	NPC477565
Remote Similarity	0.68	NPC103379
Remote Similarity	0.68	NPC474376
Remote Similarity	0.68	NPC475203
Remote Similarity	0.68	NPC472316
Remote Similarity	0.68	NPC472315
Remote Similarity	0.6797	NPC234376
Remote Similarity	0.6794	NPC473556
Remote Similarity	0.6794	NPC470544
Remote Similarity	0.6794	NPC301651
Remote Similarity	0.6791	NPC316896
Remote Similarity	0.6781	NPC201244
Remote Similarity	0.6781	NPC477217
Remote Similarity	0.6779	NPC321505
Remote Similarity	0.6779	NPC191376
Remote Similarity	0.6779	NPC115144
Remote Similarity	0.6779	NPC476151
Remote Similarity	0.6779	NPC179825
Remote Similarity	0.6779	NPC277857
Remote Similarity	0.6772	NPC276061
Remote Similarity	0.6772	NPC329717
Remote Similarity	0.6772	NPC474148
Remote Similarity	0.6765	NPC255253
Remote Similarity	0.6757	NPC185838
Remote Similarity	0.6755	NPC274026
Remote Similarity	0.6752	NPC172128
Remote Similarity	0.675	NPC473354
Remote Similarity	0.6748	NPC60373
Remote Similarity	0.6748	NPC154905
Remote Similarity	0.6742	NPC470545
Remote Similarity	0.6742	NPC137096
Remote Similarity	0.6741	NPC84281
Remote Similarity	0.6741	NPC317474
Remote Similarity	0.6741	NPC252878
Remote Similarity	0.6741	NPC169485
Remote Similarity	0.6741	NPC213126
Remote Similarity	0.6741	NPC291027
Remote Similarity	0.6738	NPC118419
Remote Similarity	0.6733	NPC147390
Remote Similarity	0.6733	NPC476571
Remote Similarity	0.6733	NPC246587
Remote Similarity	0.6733	NPC24233
Remote Similarity	0.6733	NPC135538
Remote Similarity	0.6733	NPC428
Remote Similarity	0.672	NPC233396
Remote Similarity	0.672	NPC37714
Remote Similarity	0.672	NPC152384
Remote Similarity	0.672	NPC154899
Remote Similarity	0.6716	NPC263835
Remote Similarity	0.6715	NPC4974
Remote Similarity	0.6708	NPC50016
Remote Similarity	0.6694	NPC311242
Remote Similarity	0.6692	NPC470546
Remote Similarity	0.6691	NPC40488
Remote Similarity	0.6691	NPC172403
Remote Similarity	0.6691	NPC471315
Remote Similarity	0.6691	NPC46427
Remote Similarity	0.6691	NPC471314
Remote Similarity	0.669	NPC231572
Remote Similarity	0.669	NPC132847
Remote Similarity	0.6688	NPC254700
Remote Similarity	0.6687	NPC273755
Remote Similarity	0.6667	NPC167944
Remote Similarity	0.6667	NPC231884
Remote Similarity	0.6667	NPC471051
Remote Similarity	0.6667	NPC471053
Remote Similarity	0.6667	NPC473922
Remote Similarity	0.6667	NPC473491
Remote Similarity	0.6667	NPC136962
Remote Similarity	0.6667	NPC92623
Remote Similarity	0.6667	NPC114102
Remote Similarity	0.6667	NPC316906
Remote Similarity	0.6667	NPC266741
Remote Similarity	0.6667	NPC289381
Remote Similarity	0.6667	NPC471052
Remote Similarity	0.6667	NPC82963
Remote Similarity	0.6667	NPC135464
Remote Similarity	0.6667	NPC92191
Remote Similarity	0.6667	NPC42793
Remote Similarity	0.6667	NPC82285
Remote Similarity	0.6667	NPC40234
Remote Similarity	0.6667	NPC77992
Remote Similarity	0.6667	NPC155847
Remote Similarity	0.6667	NPC304538
Remote Similarity	0.6667	NPC59028
Remote Similarity	0.6667	NPC133011
Remote Similarity	0.6646	NPC107938
Remote Similarity	0.6646	NPC294516
Remote Similarity	0.6646	NPC233650
Remote Similarity	0.6645	NPC147091
Remote Similarity	0.6644	NPC9373
Remote Similarity	0.6644	NPC168861
Remote Similarity	0.6644	NPC314682
Remote Similarity	0.6643	NPC69496
Remote Similarity	0.6643	NPC155838
Remote Similarity	0.6642	NPC328267

Drug Structure

NPD5723 OpenBabel08211708292D 29 31 0 0 1 0 0 0 0 0999 V2000 3.4641 -0.0000 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 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 2.5981 -1.5000 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 -3.0000 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 -0.8660 -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 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 0.8660 0.5000 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 -4.3301 -2.5000 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 1.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 3 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 -3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 18 22 1 0 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005457
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.24
ALogP	-0.6191
MLogP	3.44
XLogP	4.544
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	45.17
RO5 Violation	0