NPASS drugs

Drug Information

Drug ID:	NPD6359
Drug Name:
Molecular Formula:	C25H33N3O4
Canonical SMILES:	CC(C[C@@H](C(=Nc1ccccc1)O)N=C([C@@H](N[C@@H](C(=O)O)C)CCc1ccccc1)O)C
Standard InCHI:	InChI=1S/C25H33N3O4/c1-17(2)16-22(24(30)27-20-12-8-5-9-13-20)28-23(29)21(26-18(3)25(31)32)15-14-19-10-6-4-7-11-19/h4-13,17-18,21-22,26H,14-16H2,1-3H3,(H,27,30)(H,28,29)(H,31,32)/t18-,21+,22+/m1/s1
Standard InCHIKey:	DLCYKLDSIUJNLE-COPCDDAFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6359

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	95
0.1-0.2	635
0.2-0.3	3143
0.3-0.4	14356
0.4-0.5	9091
0.5-0.6	2748
0.6-0.7	761
0.7-0.8	59
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	0.8106	NPC477937
Intermediate Similarity	0.8	NPC71684
Intermediate Similarity	0.7857	NPC474584
Intermediate Similarity	0.784	NPC319579
Intermediate Similarity	0.7805	NPC327481
Intermediate Similarity	0.7763	NPC189116
Intermediate Similarity	0.766	NPC132636
Intermediate Similarity	0.766	NPC287358
Intermediate Similarity	0.7615	NPC470544
Intermediate Similarity	0.7612	NPC35996
Intermediate Similarity	0.7557	NPC470545
Intermediate Similarity	0.7551	NPC254798
Intermediate Similarity	0.75	NPC314992
Intermediate Similarity	0.75	NPC470546
Intermediate Similarity	0.7481	NPC2265
Intermediate Similarity	0.744	NPC67043
Intermediate Similarity	0.7417	NPC469903
Intermediate Similarity	0.7379	NPC316202
Intermediate Similarity	0.7364	NPC329011
Intermediate Similarity	0.729	NPC68650
Intermediate Similarity	0.728	NPC164859
Intermediate Similarity	0.7273	NPC197470
Intermediate Similarity	0.7273	NPC314835
Intermediate Similarity	0.7259	NPC477061
Intermediate Similarity	0.7259	NPC45777
Intermediate Similarity	0.7246	NPC474926
Intermediate Similarity	0.7226	NPC469902
Intermediate Similarity	0.7213	NPC25565
Intermediate Similarity	0.7183	NPC326966
Intermediate Similarity	0.7174	NPC22746
Intermediate Similarity	0.7162	NPC314287
Intermediate Similarity	0.7154	NPC475439
Intermediate Similarity	0.7154	NPC473501
Intermediate Similarity	0.7143	NPC58827
Intermediate Similarity	0.7143	NPC307437
Intermediate Similarity	0.7143	NPC72473
Intermediate Similarity	0.7122	NPC101719
Intermediate Similarity	0.7114	NPC314114
Intermediate Similarity	0.7114	NPC472103
Intermediate Similarity	0.7092	NPC111428
Intermediate Similarity	0.7092	NPC473322
Intermediate Similarity	0.7086	NPC13470
Intermediate Similarity	0.7071	NPC322433
Intermediate Similarity	0.7068	NPC205652
Intermediate Similarity	0.7068	NPC33742
Intermediate Similarity	0.7063	NPC476685
Intermediate Similarity	0.7063	NPC476689
Intermediate Similarity	0.7063	NPC476687
Intermediate Similarity	0.705	NPC222466
Intermediate Similarity	0.7047	NPC315266
Intermediate Similarity	0.704	NPC12730
Intermediate Similarity	0.7039	NPC7817
Intermediate Similarity	0.7039	NPC475168
Intermediate Similarity	0.7037	NPC169328
Intermediate Similarity	0.7027	NPC468984
Intermediate Similarity	0.7027	NPC43477
Intermediate Similarity	0.7025	NPC133470
Intermediate Similarity	0.7025	NPC191863
Intermediate Similarity	0.7025	NPC289776
Intermediate Similarity	0.7016	NPC311242
Intermediate Similarity	0.7	NPC47667
Remote Similarity	0.6994	NPC469938
Remote Similarity	0.6992	NPC35850
Remote Similarity	0.6992	NPC303045
Remote Similarity	0.6992	NPC276949
Remote Similarity	0.6992	NPC161972
Remote Similarity	0.6986	NPC127741
Remote Similarity	0.6985	NPC310467
Remote Similarity	0.6985	NPC237420
Remote Similarity	0.6972	NPC101372
Remote Similarity	0.697	NPC219336
Remote Similarity	0.6964	NPC307396
Remote Similarity	0.6963	NPC239357
Remote Similarity	0.6957	NPC202521
Remote Similarity	0.6957	NPC469904
Remote Similarity	0.6942	NPC471307
Remote Similarity	0.6942	NPC209764
Remote Similarity	0.6942	NPC74936
Remote Similarity	0.6942	NPC159178
Remote Similarity	0.6942	NPC78041
Remote Similarity	0.6942	NPC141139
Remote Similarity	0.6942	NPC121872
Remote Similarity	0.694	NPC470550
Remote Similarity	0.6923	NPC325651
Remote Similarity	0.6913	NPC161069
Remote Similarity	0.6911	NPC476483
Remote Similarity	0.6909	NPC217372
Remote Similarity	0.6909	NPC15573
Remote Similarity	0.6909	NPC183662
Remote Similarity	0.6908	NPC478039
Remote Similarity	0.6903	NPC470902
Remote Similarity	0.6903	NPC473002
Remote Similarity	0.6899	NPC473003
Remote Similarity	0.6884	NPC476990
Remote Similarity	0.688	NPC293628
Remote Similarity	0.688	NPC122493
Remote Similarity	0.688	NPC10781
Remote Similarity	0.688	NPC324569
Remote Similarity	0.6875	NPC255447
Remote Similarity	0.6875	NPC471317
Remote Similarity	0.6867	NPC248041
Remote Similarity	0.6867	NPC283219
Remote Similarity	0.6867	NPC126709
Remote Similarity	0.686	NPC470877
Remote Similarity	0.6857	NPC6975
Remote Similarity	0.6846	NPC243162
Remote Similarity	0.6838	NPC147957
Remote Similarity	0.6835	NPC211525
Remote Similarity	0.6835	NPC153694
Remote Similarity	0.6828	NPC246079
Remote Similarity	0.6828	NPC246913
Remote Similarity	0.6825	NPC322598
Remote Similarity	0.6824	NPC94752
Remote Similarity	0.6824	NPC77992
Remote Similarity	0.6822	NPC113326
Remote Similarity	0.6822	NPC224610
Remote Similarity	0.6822	NPC88267
Remote Similarity	0.6822	NPC194390
Remote Similarity	0.6822	NPC275467
Remote Similarity	0.6821	NPC209509
Remote Similarity	0.6813	NPC472121
Remote Similarity	0.6809	NPC317758
Remote Similarity	0.6797	NPC259678
Remote Similarity	0.6792	NPC475544
Remote Similarity	0.6792	NPC63210
Remote Similarity	0.6792	NPC97380
Remote Similarity	0.6792	NPC243673
Remote Similarity	0.6792	NPC471527
Remote Similarity	0.6792	NPC263709
Remote Similarity	0.6792	NPC148468
Remote Similarity	0.6792	NPC469243
Remote Similarity	0.6792	NPC310403
Remote Similarity	0.679	NPC160105
Remote Similarity	0.6786	NPC252878
Remote Similarity	0.6783	NPC319766
Remote Similarity	0.6779	NPC239762
Remote Similarity	0.6779	NPC163392
Remote Similarity	0.6777	NPC325441
Remote Similarity	0.6774	NPC300443
Remote Similarity	0.6774	NPC471309
Remote Similarity	0.6772	NPC36836
Remote Similarity	0.6772	NPC63370
Remote Similarity	0.6769	NPC476198
Remote Similarity	0.6766	NPC213468
Remote Similarity	0.6763	NPC478014
Remote Similarity	0.6763	NPC200964
Remote Similarity	0.6763	NPC478015
Remote Similarity	0.6763	NPC478016
Remote Similarity	0.6761	NPC4974
Remote Similarity	0.6757	NPC68865
Remote Similarity	0.6755	NPC472241
Remote Similarity	0.6748	NPC226438
Remote Similarity	0.6747	NPC267885
Remote Similarity	0.6744	NPC202613
Remote Similarity	0.6744	NPC178681
Remote Similarity	0.6738	NPC46427
Remote Similarity	0.6735	NPC141050
Remote Similarity	0.6732	NPC472242
Remote Similarity	0.6732	NPC311658
Remote Similarity	0.6732	NPC138775
Remote Similarity	0.6731	NPC122590
Remote Similarity	0.6731	NPC473341
Remote Similarity	0.673	NPC24617
Remote Similarity	0.6728	NPC471771
Remote Similarity	0.6728	NPC470069
Remote Similarity	0.6728	NPC52059
Remote Similarity	0.6728	NPC304074
Remote Similarity	0.6728	NPC290755
Remote Similarity	0.6726	NPC469896
Remote Similarity	0.6725	NPC235684
Remote Similarity	0.671	NPC300596
Remote Similarity	0.671	NPC237649
Remote Similarity	0.6709	NPC473297
Remote Similarity	0.6707	NPC14113
Remote Similarity	0.6707	NPC473001
Remote Similarity	0.6707	NPC145885
Remote Similarity	0.6707	NPC84827
Remote Similarity	0.6704	NPC472330
Remote Similarity	0.6704	NPC472329
Remote Similarity	0.669	NPC200589
Remote Similarity	0.669	NPC314431
Remote Similarity	0.6687	NPC114806
Remote Similarity	0.6687	NPC203468
Remote Similarity	0.6687	NPC469901
Remote Similarity	0.6687	NPC149155
Remote Similarity	0.6687	NPC474561
Remote Similarity	0.6687	NPC49954
Remote Similarity	0.6687	NPC110500
Remote Similarity	0.6687	NPC248862
Remote Similarity	0.6667	NPC311330
Remote Similarity	0.6667	NPC244866
Remote Similarity	0.6667	NPC78154
Remote Similarity	0.6667	NPC223207
Remote Similarity	0.6667	NPC324850
Remote Similarity	0.6667	NPC285469
Remote Similarity	0.6667	NPC313449
Remote Similarity	0.6667	NPC172128
Remote Similarity	0.6667	NPC476259
Remote Similarity	0.6667	NPC258627
Remote Similarity	0.6667	NPC273814

Drug Structure

NPD6359 OpenBabel08211709092D 36 37 0 0 1 0 0 0 0 0999 V2000 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 7.7942 1.5000 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 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 0.8660 -1.5000 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 6.9282 3.0000 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 -0.5000 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 4.3301 2.5000 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 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 2 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 1 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 0.8660 1.5000 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 3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 1.7321 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 16 17 1 0 0 0 0 18 3 1 6 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 20 27 1 0 0 0 0 21 15 1 1 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 16 1 6 0 0 0 22 24 1 0 0 0 0 22 28 1 0 0 0 0 23 28 2 3 0 0 0 23 29 1 0 0 0 0 24 27 2 3 0 0 0 24 30 1 0 0 0 0 25 31 2 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003678
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10478364
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.25
ALogP	-0.6405
MLogP	3.44
XLogP	7.707
HDA	7
HBD	4
Rotatable Bonds	18
TPSA	114.51
RO5 Violation	2