NPASS drugs

Drug Information

Drug ID:	NPD575
Drug Name:
Molecular Formula:	C11H16N2O8
Canonical SMILES:	OC(=O)CC[C@@H](C(=O)O)N=C([C@H](N=C(O)C)CC(=O)O)O
Standard InCHI:	InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)/t6-,7+/m0/s1
Standard InCHIKey:	OPVPGKGADVGKTG-NKWVEPMBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD575

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	13193
0.2-0.3	13944
0.3-0.4	2898
0.4-0.5	507
0.5-0.6	165
0.6-0.7	58
0.7-0.8	27
0.8-0.85	4
0.85-0.9	0
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	NPC327252
Intermediate Similarity	0.8421	NPC263065
Intermediate Similarity	0.8421	NPC189178
Intermediate Similarity	0.8361	NPC143722
Intermediate Similarity	0.8136	NPC322573
Intermediate Similarity	0.7903	NPC321536
Intermediate Similarity	0.7705	NPC38463
Intermediate Similarity	0.7705	NPC325985
Intermediate Similarity	0.7414	NPC227850
Intermediate Similarity	0.7333	NPC19576
Intermediate Similarity	0.7333	NPC29950
Intermediate Similarity	0.7313	NPC325597
Intermediate Similarity	0.7313	NPC174304
Intermediate Similarity	0.7258	NPC327831
Intermediate Similarity	0.7213	NPC197087
Intermediate Similarity	0.7213	NPC190184
Intermediate Similarity	0.7179	NPC145748
Intermediate Similarity	0.7179	NPC95478
Intermediate Similarity	0.7179	NPC155670
Intermediate Similarity	0.7167	NPC327239
Intermediate Similarity	0.7164	NPC289691
Intermediate Similarity	0.7143	NPC126779
Intermediate Similarity	0.7089	NPC227051
Intermediate Similarity	0.7077	NPC316826
Intermediate Similarity	0.7077	NPC254541
Intermediate Similarity	0.7077	NPC321468
Intermediate Similarity	0.7077	NPC317143
Intermediate Similarity	0.7077	NPC327748
Intermediate Similarity	0.7049	NPC322946
Intermediate Similarity	0.7031	NPC317147
Intermediate Similarity	0.7031	NPC318260
Intermediate Similarity	0.7	NPC319046
Remote Similarity	0.697	NPC329564
Remote Similarity	0.697	NPC327170
Remote Similarity	0.6957	NPC470108
Remote Similarity	0.6923	NPC176164
Remote Similarity	0.6923	NPC189301
Remote Similarity	0.6885	NPC137958
Remote Similarity	0.6885	NPC273330
Remote Similarity	0.6857	NPC470109
Remote Similarity	0.6818	NPC320598
Remote Similarity	0.6761	NPC470110
Remote Similarity	0.6719	NPC2801
Remote Similarity	0.6667	NPC57420
Remote Similarity	0.6618	NPC477644
Remote Similarity	0.6615	NPC313263
Remote Similarity	0.6562	NPC321118
Remote Similarity	0.6562	NPC316889
Remote Similarity	0.6557	NPC153370
Remote Similarity	0.6494	NPC59867
Remote Similarity	0.6471	NPC477729
Remote Similarity	0.6429	NPC145658
Remote Similarity	0.6429	NPC88898
Remote Similarity	0.6429	NPC106216
Remote Similarity	0.6375	NPC475542
Remote Similarity	0.6375	NPC314466
Remote Similarity	0.6351	NPC477642
Remote Similarity	0.6324	NPC473599
Remote Similarity	0.6282	NPC472594
Remote Similarity	0.625	NPC325534
Remote Similarity	0.623	NPC297220
Remote Similarity	0.6203	NPC316242
Remote Similarity	0.619	NPC328378
Remote Similarity	0.6184	NPC477641
Remote Similarity	0.6184	NPC320865
Remote Similarity	0.6184	NPC477643
Remote Similarity	0.6184	NPC315897
Remote Similarity	0.6164	NPC118524
Remote Similarity	0.6133	NPC478256
Remote Similarity	0.6125	NPC478017
Remote Similarity	0.6125	NPC315535
Remote Similarity	0.6125	NPC315131
Remote Similarity	0.6098	NPC53858
Remote Similarity	0.6098	NPC84128
Remote Similarity	0.6094	NPC319110
Remote Similarity	0.6094	NPC329181
Remote Similarity	0.6081	NPC306696
Remote Similarity	0.6066	NPC118459
Remote Similarity	0.6066	NPC327698
Remote Similarity	0.6056	NPC105297
Remote Similarity	0.6029	NPC278209
Remote Similarity	0.6026	NPC472595
Remote Similarity	0.6024	NPC477730
Remote Similarity	0.6	NPC474299
Remote Similarity	0.6	NPC473985
Remote Similarity	0.6	NPC28348
Remote Similarity	0.6	NPC472579
Remote Similarity	0.6	NPC321419
Remote Similarity	0.6	NPC475808
Remote Similarity	0.6	NPC474298
Remote Similarity	0.5974	NPC141325
Remote Similarity	0.5972	NPC315744
Remote Similarity	0.5938	NPC80350
Remote Similarity	0.5921	NPC476285
Remote Similarity	0.5921	NPC476291
Remote Similarity	0.5902	NPC43264
Remote Similarity	0.5897	NPC138435
Remote Similarity	0.589	NPC128559
Remote Similarity	0.5844	NPC328457
Remote Similarity	0.5806	NPC329263
Remote Similarity	0.5806	NPC285322
Remote Similarity	0.5806	NPC208793
Remote Similarity	0.5789	NPC314273
Remote Similarity	0.5789	NPC193280
Remote Similarity	0.5781	NPC87359
Remote Similarity	0.5781	NPC180402
Remote Similarity	0.5781	NPC93081
Remote Similarity	0.5781	NPC140872
Remote Similarity	0.5775	NPC263207
Remote Similarity	0.5769	NPC55274
Remote Similarity	0.5763	NPC327250
Remote Similarity	0.575	NPC476324
Remote Similarity	0.575	NPC476130
Remote Similarity	0.5747	NPC477728
Remote Similarity	0.5745	NPC475440
Remote Similarity	0.5732	NPC473984
Remote Similarity	0.5714	NPC190385
Remote Similarity	0.5714	NPC248970
Remote Similarity	0.5714	NPC306238
Remote Similarity	0.5714	NPC328447
Remote Similarity	0.5696	NPC476248
Remote Similarity	0.5696	NPC43219
Remote Similarity	0.5692	NPC226027
Remote Similarity	0.5692	NPC62045
Remote Similarity	0.5692	NPC43204
Remote Similarity	0.5692	NPC174246
Remote Similarity	0.5692	NPC112890
Remote Similarity	0.5692	NPC162620
Remote Similarity	0.5692	NPC245027
Remote Similarity	0.5692	NPC84636
Remote Similarity	0.5692	NPC324825
Remote Similarity	0.5692	NPC316231
Remote Similarity	0.5676	NPC50047
Remote Similarity	0.5672	NPC329495
Remote Similarity	0.5634	NPC292299
Remote Similarity	0.5634	NPC34838
Remote Similarity	0.5625	NPC136159
Remote Similarity	0.5625	NPC86064
Remote Similarity	0.5618	NPC193386
Remote Similarity	0.5618	NPC292345
Remote Similarity	0.561	NPC37681
Remote Similarity	0.5604	NPC270005
Remote Similarity	0.5604	NPC208537

Drug Structure

NPD575 OpenBabel08201723202D 26 25 0 0 1 0 0 0 0 0999 V2000 1.7321 7.0000 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 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 1 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 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 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 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 0.8660 5.5000 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 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 3 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 12 2 3 0 0 0 5 14 1 0 0 0 0 6 2 1 6 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 4 1 6 0 0 0 7 10 1 0 0 0 0 7 12 1 0 0 0 0 8 15 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 9 18 1 0 0 0 0 10 13 2 3 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 14 22 1 0 0 0 0 16 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009209
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71120
ChEBI
CAS Number

Drug Properties

Molecular Weight	304.09
ALogP	-1.4053
MLogP	1.57
XLogP	-1.732
HDA	10
HBD	5
Rotatable Bonds	15
TPSA	177.08
RO5 Violation	0