NPASS drugs

Drug Information

Drug ID:	NPD618
Drug Name:
Molecular Formula:	C11H19NO9
Canonical SMILES:	OC[C@H]([C@H]([C@@H]1O[C@@](O)(C[C@@H]([C@H]1N=C(O)C)O)C(=O)O)O)O
Standard InCHI:	InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
Standard InCHIKey:	SQVRNKJHWKZAKO-PFQGKNLYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD618

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	82
0.1-0.2	1956
0.2-0.3	14129
0.3-0.4	10167
0.4-0.5	3874
0.5-0.6	598
0.6-0.7	72
0.7-0.8	9
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC292345
High Similarity	0.8817	NPC42320
High Similarity	0.8817	NPC188453
Intermediate Similarity	0.7766	NPC208537
Intermediate Similarity	0.7766	NPC270005
Intermediate Similarity	0.7381	NPC223174
Intermediate Similarity	0.7381	NPC327753
Intermediate Similarity	0.7381	NPC327486
Intermediate Similarity	0.7312	NPC83839
Intermediate Similarity	0.7245	NPC470283
Intermediate Similarity	0.7111	NPC316807
Intermediate Similarity	0.71	NPC160066
Remote Similarity	0.6907	NPC470284
Remote Similarity	0.6887	NPC475918
Remote Similarity	0.6842	NPC192025
Remote Similarity	0.6842	NPC253975
Remote Similarity	0.6842	NPC125253
Remote Similarity	0.6739	NPC473984
Remote Similarity	0.6721	NPC318142
Remote Similarity	0.6667	NPC159369
Remote Similarity	0.6667	NPC39290
Remote Similarity	0.6667	NPC476523
Remote Similarity	0.6635	NPC474952
Remote Similarity	0.6562	NPC95478
Remote Similarity	0.6562	NPC145748
Remote Similarity	0.6562	NPC155670
Remote Similarity	0.6552	NPC305261
Remote Similarity	0.6495	NPC227051
Remote Similarity	0.6452	NPC314772
Remote Similarity	0.6452	NPC314968
Remote Similarity	0.6444	NPC477643
Remote Similarity	0.6444	NPC320865
Remote Similarity	0.6444	NPC477641
Remote Similarity	0.6404	NPC477642
Remote Similarity	0.6383	NPC150557
Remote Similarity	0.6364	NPC477728
Remote Similarity	0.6364	NPC137453
Remote Similarity	0.6364	NPC206601
Remote Similarity	0.6337	NPC477729
Remote Similarity	0.633	NPC74035
Remote Similarity	0.6296	NPC227622
Remote Similarity	0.6292	NPC474299
Remote Similarity	0.6292	NPC473985
Remote Similarity	0.6292	NPC474298
Remote Similarity	0.6292	NPC28348
Remote Similarity	0.6292	NPC475808
Remote Similarity	0.6279	NPC325773
Remote Similarity	0.625	NPC322801
Remote Similarity	0.625	NPC291650
Remote Similarity	0.625	NPC129100
Remote Similarity	0.625	NPC471420
Remote Similarity	0.6222	NPC285003
Remote Similarity	0.6222	NPC241265
Remote Similarity	0.6214	NPC61894
Remote Similarity	0.6214	NPC328646
Remote Similarity	0.6214	NPC475603
Remote Similarity	0.6139	NPC470282
Remote Similarity	0.6126	NPC471844
Remote Similarity	0.6122	NPC165119
Remote Similarity	0.6121	NPC259586
Remote Similarity	0.6111	NPC50228
Remote Similarity	0.6111	NPC97736
Remote Similarity	0.6105	NPC316242
Remote Similarity	0.6087	NPC184550
Remote Similarity	0.6087	NPC185419
Remote Similarity	0.6083	NPC477238
Remote Similarity	0.6068	NPC222481
Remote Similarity	0.6068	NPC470621
Remote Similarity	0.6061	NPC320936
Remote Similarity	0.6047	NPC477644
Remote Similarity	0.6044	NPC211428
Remote Similarity	0.6042	NPC315535
Remote Similarity	0.6042	NPC478017
Remote Similarity	0.6042	NPC474833
Remote Similarity	0.6042	NPC315131
Remote Similarity	0.6032	NPC475472
Remote Similarity	0.6022	NPC163812
Remote Similarity	0.6022	NPC206823
Remote Similarity	0.6022	NPC291228
Remote Similarity	0.6022	NPC308096
Remote Similarity	0.602	NPC271772
Remote Similarity	0.602	NPC36927
Remote Similarity	0.6	NPC32148
Remote Similarity	0.6	NPC277918
Remote Similarity	0.5984	NPC119794
Remote Similarity	0.5984	NPC73829
Remote Similarity	0.5982	NPC201128
Remote Similarity	0.5979	NPC318258
Remote Similarity	0.5977	NPC145627
Remote Similarity	0.5969	NPC145899
Remote Similarity	0.596	NPC47135
Remote Similarity	0.596	NPC477730
Remote Similarity	0.5946	NPC221148
Remote Similarity	0.5938	NPC477072
Remote Similarity	0.5938	NPC76999
Remote Similarity	0.5917	NPC477237
Remote Similarity	0.5914	NPC474403
Remote Similarity	0.5909	NPC471419
Remote Similarity	0.5909	NPC163134
Remote Similarity	0.5909	NPC258690
Remote Similarity	0.5909	NPC317651
Remote Similarity	0.5891	NPC75318
Remote Similarity	0.5891	NPC280941
Remote Similarity	0.5891	NPC235772
Remote Similarity	0.5888	NPC330590
Remote Similarity	0.5882	NPC306838
Remote Similarity	0.5878	NPC243680
Remote Similarity	0.5878	NPC200788
Remote Similarity	0.5862	NPC29501
Remote Similarity	0.5851	NPC39266
Remote Similarity	0.5851	NPC43219
Remote Similarity	0.5851	NPC169085
Remote Similarity	0.5851	NPC9763
Remote Similarity	0.5851	NPC225748
Remote Similarity	0.5833	NPC189629
Remote Similarity	0.5833	NPC313821
Remote Similarity	0.5833	NPC477350
Remote Similarity	0.5825	NPC52533
Remote Similarity	0.5816	NPC70574
Remote Similarity	0.5816	NPC83248
Remote Similarity	0.5816	NPC100204
Remote Similarity	0.5814	NPC473599
Remote Similarity	0.581	NPC209047
Remote Similarity	0.581	NPC43074
Remote Similarity	0.581	NPC476019
Remote Similarity	0.581	NPC139782
Remote Similarity	0.581	NPC242503
Remote Similarity	0.581	NPC74672
Remote Similarity	0.5806	NPC169976
Remote Similarity	0.5806	NPC126366
Remote Similarity	0.5806	NPC170963
Remote Similarity	0.5806	NPC33267
Remote Similarity	0.5806	NPC114640
Remote Similarity	0.5806	NPC324165
Remote Similarity	0.5794	NPC477793
Remote Similarity	0.5794	NPC329919
Remote Similarity	0.5789	NPC86064
Remote Similarity	0.5789	NPC210729
Remote Similarity	0.5789	NPC172365
Remote Similarity	0.5789	NPC82931
Remote Similarity	0.5778	NPC12040
Remote Similarity	0.5778	NPC76881
Remote Similarity	0.5773	NPC476783
Remote Similarity	0.5773	NPC476781
Remote Similarity	0.5773	NPC233108
Remote Similarity	0.5773	NPC216883
Remote Similarity	0.5773	NPC476782
Remote Similarity	0.5761	NPC268922
Remote Similarity	0.5755	NPC15851
Remote Similarity	0.5755	NPC111567
Remote Similarity	0.5755	NPC309898
Remote Similarity	0.5755	NPC473950
Remote Similarity	0.5755	NPC186840
Remote Similarity	0.5755	NPC473604
Remote Similarity	0.5755	NPC263545
Remote Similarity	0.5755	NPC475125
Remote Similarity	0.5755	NPC473581
Remote Similarity	0.5747	NPC17935
Remote Similarity	0.5739	NPC70235
Remote Similarity	0.573	NPC145658
Remote Similarity	0.5727	NPC220234
Remote Similarity	0.5726	NPC325750
Remote Similarity	0.5725	NPC472430
Remote Similarity	0.5714	NPC477328
Remote Similarity	0.5714	NPC281563
Remote Similarity	0.5714	NPC477330
Remote Similarity	0.5714	NPC23155
Remote Similarity	0.5714	NPC475425
Remote Similarity	0.5714	NPC477198
Remote Similarity	0.5714	NPC469937
Remote Similarity	0.5714	NPC477323
Remote Similarity	0.5714	NPC98750
Remote Similarity	0.5714	NPC113745
Remote Similarity	0.5714	NPC53463
Remote Similarity	0.5714	NPC477325
Remote Similarity	0.5714	NPC477320
Remote Similarity	0.5714	NPC477326
Remote Similarity	0.5714	NPC320588
Remote Similarity	0.5714	NPC109887
Remote Similarity	0.5714	NPC477329
Remote Similarity	0.5714	NPC146380
Remote Similarity	0.5701	NPC469998
Remote Similarity	0.57	NPC315969
Remote Similarity	0.5699	NPC478256
Remote Similarity	0.5699	NPC476291
Remote Similarity	0.5699	NPC476285
Remote Similarity	0.5698	NPC220922
Remote Similarity	0.5684	NPC208657
Remote Similarity	0.568	NPC284651
Remote Similarity	0.5676	NPC206711
Remote Similarity	0.5676	NPC271207
Remote Similarity	0.5676	NPC255175
Remote Similarity	0.5676	NPC315036
Remote Similarity	0.5676	NPC225978
Remote Similarity	0.567	NPC472594
Remote Similarity	0.5667	NPC471846
Remote Similarity	0.5667	NPC472609
Remote Similarity	0.5667	NPC39041
Remote Similarity	0.5667	NPC241294
Remote Similarity	0.5667	NPC202722

Drug Structure

NPD618 OpenBabel08201723202D 28 28 0 0 1 0 0 0 0 0999 V2000 2.5981 -2.5000 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 -1.7321 -0.0000 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 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3660 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 N 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 1.7321 -4.0000 0.0000 O 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 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -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 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8660 2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6340 1.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 11 1 0 0 0 0 3 13 1 0 0 0 0 4 12 2 3 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 15 1 6 0 0 0 6 3 1 6 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 12 1 1 0 0 0 8 17 1 6 0 0 0 9 8 1 6 0 0 0 9 21 1 0 0 0 0 10 18 2 0 0 0 0 10 19 1 0 0 0 0 11 10 1 6 0 0 0 11 20 1 0 0 0 0 11 21 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009902
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	445063
ChEBI
CAS Number

Drug Properties

Molecular Weight	309.11
ALogP	-3.3876
MLogP	1.57
XLogP	-3.899
HDA	10
HBD	7
Rotatable Bonds	13
TPSA	180.27
RO5 Violation	1