NPASS drugs

Drug Information

Drug ID:	NPD6301
Drug Name:	Palosuran
Molecular Formula:	C25H30N4O2
Canonical SMILES:	OC(=NCCN1CCC(CC1)(O)Cc1ccccc1)N=c1cc(C)[nH]c2c1cccc2
Standard InCHI:	InChI=1S/C25H30N4O2/c1-19-17-23(21-9-5-6-10-22(21)27-19)28-24(30)26-13-16-29-14-11-25(31,12-15-29)18-20-7-3-2-4-8-20/h2-10,17,31H,11-16,18H2,1H3,(H2,26,27,28,30)
Standard InCHIKey:	WYJCYXOCHXWTHG-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6301

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	178
0.1-0.2	1160
0.2-0.3	9049
0.3-0.4	12450
0.4-0.5	4385
0.5-0.6	2636
0.6-0.7	994
0.7-0.8	37
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	0.8169	NPC184437
Intermediate Similarity	0.7902	NPC476685
Intermediate Similarity	0.7902	NPC476689
Intermediate Similarity	0.7902	NPC476687
Intermediate Similarity	0.7794	NPC313449
Intermediate Similarity	0.7664	NPC192209
Intermediate Similarity	0.75	NPC296163
Intermediate Similarity	0.7453	NPC476231
Intermediate Similarity	0.7388	NPC302790
Intermediate Similarity	0.7379	NPC476950
Intermediate Similarity	0.7372	NPC187036
Intermediate Similarity	0.731	NPC472294
Intermediate Similarity	0.7279	NPC9856
Intermediate Similarity	0.7273	NPC317430
Intermediate Similarity	0.7266	NPC288232
Intermediate Similarity	0.7262	NPC471743
Intermediate Similarity	0.7246	NPC472123
Intermediate Similarity	0.7197	NPC254798
Intermediate Similarity	0.7195	NPC476118
Intermediate Similarity	0.7194	NPC205652
Intermediate Similarity	0.7188	NPC471132
Intermediate Similarity	0.7162	NPC226662
Intermediate Similarity	0.7152	NPC471130
Intermediate Similarity	0.7151	NPC472109
Intermediate Similarity	0.7151	NPC139291
Intermediate Similarity	0.7151	NPC472110
Intermediate Similarity	0.7151	NPC472108
Intermediate Similarity	0.7134	NPC88970
Intermediate Similarity	0.7122	NPC314141
Intermediate Similarity	0.7118	NPC326575
Intermediate Similarity	0.7115	NPC472103
Intermediate Similarity	0.7101	NPC189812
Intermediate Similarity	0.7101	NPC329688
Intermediate Similarity	0.7099	NPC285469
Intermediate Similarity	0.7083	NPC475915
Intermediate Similarity	0.7073	NPC68650
Intermediate Similarity	0.7052	NPC19679
Intermediate Similarity	0.7	NPC288445
Remote Similarity	0.6964	NPC63751
Remote Similarity	0.6959	NPC24594
Remote Similarity	0.6959	NPC472122
Remote Similarity	0.6959	NPC252794
Remote Similarity	0.6954	NPC53044
Remote Similarity	0.6941	NPC34508
Remote Similarity	0.6928	NPC85651
Remote Similarity	0.6928	NPC16667
Remote Similarity	0.6918	NPC264589
Remote Similarity	0.6914	NPC117032
Remote Similarity	0.6909	NPC475990
Remote Similarity	0.6905	NPC49954
Remote Similarity	0.6905	NPC474561
Remote Similarity	0.6898	NPC471155
Remote Similarity	0.6894	NPC37548
Remote Similarity	0.689	NPC141353
Remote Similarity	0.6886	NPC311276
Remote Similarity	0.6883	NPC198988
Remote Similarity	0.6879	NPC472241
Remote Similarity	0.6879	NPC133261
Remote Similarity	0.6879	NPC270009
Remote Similarity	0.6875	NPC307396
Remote Similarity	0.6875	NPC15102
Remote Similarity	0.6871	NPC328683
Remote Similarity	0.6871	NPC469786
Remote Similarity	0.6871	NPC469765
Remote Similarity	0.6871	NPC73952
Remote Similarity	0.6871	NPC469760
Remote Similarity	0.6871	NPC259644
Remote Similarity	0.6871	NPC469763
Remote Similarity	0.6871	NPC283130
Remote Similarity	0.6871	NPC25008
Remote Similarity	0.6867	NPC259098
Remote Similarity	0.6867	NPC27904
Remote Similarity	0.6867	NPC197680
Remote Similarity	0.6862	NPC270241
Remote Similarity	0.6859	NPC472243
Remote Similarity	0.6859	NPC243162
Remote Similarity	0.6853	NPC147957
Remote Similarity	0.6845	NPC225400
Remote Similarity	0.6839	NPC187827
Remote Similarity	0.6839	NPC472105
Remote Similarity	0.6831	NPC470550
Remote Similarity	0.6829	NPC211572
Remote Similarity	0.6829	NPC70922
Remote Similarity	0.6829	NPC212376
Remote Similarity	0.6829	NPC80597
Remote Similarity	0.6829	NPC207726
Remote Similarity	0.6829	NPC75540
Remote Similarity	0.6826	NPC191863
Remote Similarity	0.6826	NPC133470
Remote Similarity	0.6826	NPC289776
Remote Similarity	0.6826	NPC282231
Remote Similarity	0.6824	NPC194411
Remote Similarity	0.6821	NPC59269
Remote Similarity	0.6816	NPC469470
Remote Similarity	0.6816	NPC95783
Remote Similarity	0.6816	NPC469501
Remote Similarity	0.6815	NPC291610
Remote Similarity	0.6815	NPC88097
Remote Similarity	0.6813	NPC472100
Remote Similarity	0.6813	NPC470440
Remote Similarity	0.6812	NPC37584
Remote Similarity	0.6809	NPC472538
Remote Similarity	0.6809	NPC470786
Remote Similarity	0.6792	NPC136002
Remote Similarity	0.6792	NPC20144
Remote Similarity	0.6788	NPC172937
Remote Similarity	0.6788	NPC84317
Remote Similarity	0.6788	NPC94167
Remote Similarity	0.6788	NPC477156
Remote Similarity	0.6788	NPC477157
Remote Similarity	0.6779	NPC325013
Remote Similarity	0.6766	NPC81229
Remote Similarity	0.6766	NPC255229
Remote Similarity	0.6766	NPC279918
Remote Similarity	0.6763	NPC288785
Remote Similarity	0.6757	NPC249040
Remote Similarity	0.6755	NPC278451
Remote Similarity	0.675	NPC472242
Remote Similarity	0.675	NPC242556
Remote Similarity	0.6747	NPC469762
Remote Similarity	0.6747	NPC129721
Remote Similarity	0.6743	NPC15840
Remote Similarity	0.6731	NPC325252
Remote Similarity	0.6728	NPC300596
Remote Similarity	0.6728	NPC237649
Remote Similarity	0.6727	NPC38736
Remote Similarity	0.6727	NPC470507
Remote Similarity	0.6726	NPC472121
Remote Similarity	0.6725	NPC280548
Remote Similarity	0.6724	NPC68354
Remote Similarity	0.6723	NPC470003
Remote Similarity	0.6722	NPC471195
Remote Similarity	0.6722	NPC472112
Remote Similarity	0.6722	NPC471196
Remote Similarity	0.6721	NPC470787
Remote Similarity	0.6721	NPC472540
Remote Similarity	0.6721	NPC472539
Remote Similarity	0.671	NPC300299
Remote Similarity	0.6709	NPC2823
Remote Similarity	0.6708	NPC204141
Remote Similarity	0.6707	NPC67056
Remote Similarity	0.6707	NPC154478
Remote Similarity	0.6707	NPC221786
Remote Similarity	0.6707	NPC474880
Remote Similarity	0.6706	NPC160105
Remote Similarity	0.6705	NPC192270
Remote Similarity	0.6705	NPC275305
Remote Similarity	0.6705	NPC37423
Remote Similarity	0.6705	NPC472586
Remote Similarity	0.6705	NPC475097
Remote Similarity	0.6687	NPC187951
Remote Similarity	0.6687	NPC469785
Remote Similarity	0.6686	NPC472443
Remote Similarity	0.6686	NPC158129
Remote Similarity	0.6686	NPC194640
Remote Similarity	0.6686	NPC271797
Remote Similarity	0.6686	NPC21174
Remote Similarity	0.6686	NPC189116
Remote Similarity	0.6686	NPC40779
Remote Similarity	0.6686	NPC469541
Remote Similarity	0.6685	NPC232130
Remote Similarity	0.6685	NPC472542
Remote Similarity	0.6685	NPC472541
Remote Similarity	0.6667	NPC2949
Remote Similarity	0.6667	NPC470317
Remote Similarity	0.6667	NPC175474
Remote Similarity	0.6667	NPC475607
Remote Similarity	0.6667	NPC203754
Remote Similarity	0.6667	NPC325599
Remote Similarity	0.6667	NPC59084
Remote Similarity	0.6667	NPC154293
Remote Similarity	0.6667	NPC229173
Remote Similarity	0.6667	NPC150048
Remote Similarity	0.6667	NPC131718
Remote Similarity	0.6649	NPC476116
Remote Similarity	0.6648	NPC472113
Remote Similarity	0.6648	NPC91179
Remote Similarity	0.6648	NPC478077
Remote Similarity	0.6648	NPC94752
Remote Similarity	0.6647	NPC314603
Remote Similarity	0.6647	NPC104345
Remote Similarity	0.6646	NPC116519
Remote Similarity	0.6646	NPC475763
Remote Similarity	0.6644	NPC264580
Remote Similarity	0.6643	NPC164802
Remote Similarity	0.6642	NPC474430
Remote Similarity	0.6642	NPC178681
Remote Similarity	0.663	NPC314333
Remote Similarity	0.6629	NPC151939
Remote Similarity	0.6629	NPC293472
Remote Similarity	0.6629	NPC471742
Remote Similarity	0.6629	NPC248454
Remote Similarity	0.6629	NPC474081
Remote Similarity	0.6627	NPC471458
Remote Similarity	0.6627	NPC476219
Remote Similarity	0.6625	NPC63157
Remote Similarity	0.6625	NPC473868
Remote Similarity	0.6624	NPC287358
Remote Similarity	0.6623	NPC22079
Remote Similarity	0.6615	NPC475422

Drug Structure

NPD6301 OpenBabel08211709092D 34 37 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 -10.4282 -2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9282 -1.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9282 -3.0000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9282 -1.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9282 -3.0000 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 0.8660 -1.5000 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 -6.9282 -4.0000 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 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 -2.1340 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 -8.4282 -2.1340 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 -1.0000 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 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 -7.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 H 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 -8.4282 -3.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 22 2 0 0 0 0 11 14 1 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 25 1 0 0 0 0 13 16 1 0 0 0 0 13 26 1 0 0 0 0 14 29 1 0 0 0 0 15 29 1 0 0 0 0 16 29 1 0 0 0 0 17 19 2 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 27 1 0 0 0 0 23 28 2 3 0 0 0 24 26 2 3 0 0 0 24 28 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 27 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	DNC010935
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10173280
ChEBI
CAS Number

Drug Properties

Molecular Weight	418.24
ALogP	-1.5462
MLogP	3.55
XLogP	5.354
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	80.45
RO5 Violation	1