NPASS drugs

Drug Information

Drug ID:	NPD1429
Drug Name:
Molecular Formula:	C14H22N4O9
Canonical SMILES:	OC(=O)CC[C@@H](C(=N[C@H](C(=NCC(=O)O)O)CC(=O)O)O)N=C([C@@H](N)C)O
Standard InCHI:	InChI=1S/C14H22N4O9/c1-6(15)12(25)17-7(2-3-9(19)20)14(27)18-8(4-10(21)22)13(26)16-5-11(23)24/h6-8H,2-5,15H2,1H3,(H,16,26)(H,17,25)(H,18,27)(H,19,20)(H,21,22)(H,23,24)/t6-,7-,8-/m0/s1
Standard InCHIKey:	HGHOBRRUMWJWCU-FXQIFTODSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1429

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	102
0.1-0.2	13888
0.2-0.3	13786
0.3-0.4	2329
0.4-0.5	483
0.5-0.6	191
0.6-0.7	72
0.7-0.8	33
0.8-0.85	3
0.85-0.9	2
0.9-0.95	1
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
High Similarity	0.9032	NPC327252
High Similarity	0.8852	NPC321536
High Similarity	0.871	NPC143722
Intermediate Similarity	0.8361	NPC38463
Intermediate Similarity	0.8361	NPC325985
Intermediate Similarity	0.8197	NPC322573
Intermediate Similarity	0.7971	NPC126779
Intermediate Similarity	0.791	NPC174304
Intermediate Similarity	0.791	NPC325597
Intermediate Similarity	0.7903	NPC327831
Intermediate Similarity	0.7869	NPC197087
Intermediate Similarity	0.7869	NPC190184
Intermediate Similarity	0.7826	NPC319046
Intermediate Similarity	0.7761	NPC289691
Intermediate Similarity	0.7692	NPC321468
Intermediate Similarity	0.7692	NPC317143
Intermediate Similarity	0.7692	NPC254541
Intermediate Similarity	0.7692	NPC316826
Intermediate Similarity	0.7692	NPC327748
Intermediate Similarity	0.7692	NPC320598
Intermediate Similarity	0.7581	NPC263065
Intermediate Similarity	0.7581	NPC189178
Intermediate Similarity	0.7576	NPC329564
Intermediate Similarity	0.7576	NPC327170
Intermediate Similarity	0.7538	NPC189301
Intermediate Similarity	0.7538	NPC176164
Intermediate Similarity	0.7385	NPC318260
Intermediate Similarity	0.7385	NPC317147
Intermediate Similarity	0.7258	NPC273330
Intermediate Similarity	0.7258	NPC137958
Intermediate Similarity	0.7213	NPC153370
Intermediate Similarity	0.7188	NPC316889
Intermediate Similarity	0.7188	NPC321118
Intermediate Similarity	0.7089	NPC314466
Intermediate Similarity	0.7077	NPC2801
Intermediate Similarity	0.7042	NPC470108
Intermediate Similarity	0.7037	NPC155670
Intermediate Similarity	0.7037	NPC145748
Intermediate Similarity	0.7037	NPC95478
Remote Similarity	0.6951	NPC227051
Remote Similarity	0.6944	NPC470109
Remote Similarity	0.6935	NPC227850
Remote Similarity	0.6885	NPC297220
Remote Similarity	0.6875	NPC19576
Remote Similarity	0.6875	NPC29950
Remote Similarity	0.6849	NPC470110
Remote Similarity	0.6761	NPC88898
Remote Similarity	0.6761	NPC315744
Remote Similarity	0.6761	NPC106216
Remote Similarity	0.6757	NPC472579
Remote Similarity	0.6744	NPC477729
Remote Similarity	0.6721	NPC327698
Remote Similarity	0.6721	NPC118459
Remote Similarity	0.6719	NPC327239
Remote Similarity	0.6712	NPC118524
Remote Similarity	0.6711	NPC315897
Remote Similarity	0.6618	NPC278209
Remote Similarity	0.6615	NPC322946
Remote Similarity	0.6579	NPC328457
Remote Similarity	0.6575	NPC325534
Remote Similarity	0.6571	NPC321419
Remote Similarity	0.6562	NPC328378
Remote Similarity	0.6494	NPC55274
Remote Similarity	0.6452	NPC208793
Remote Similarity	0.6452	NPC285322
Remote Similarity	0.6452	NPC329263
Remote Similarity	0.6406	NPC93081
Remote Similarity	0.6406	NPC140872
Remote Similarity	0.6386	NPC84128
Remote Similarity	0.6386	NPC53858
Remote Similarity	0.6308	NPC43204
Remote Similarity	0.6308	NPC245027
Remote Similarity	0.6308	NPC84636
Remote Similarity	0.6308	NPC324825
Remote Similarity	0.6308	NPC62045
Remote Similarity	0.6308	NPC226027
Remote Similarity	0.6308	NPC162620
Remote Similarity	0.6308	NPC174246
Remote Similarity	0.6308	NPC316231
Remote Similarity	0.6308	NPC112890
Remote Similarity	0.6301	NPC57420
Remote Similarity	0.6296	NPC37681
Remote Similarity	0.6286	NPC190385
Remote Similarity	0.6269	NPC329495
Remote Similarity	0.6265	NPC475542
Remote Similarity	0.625	NPC136159
Remote Similarity	0.625	NPC477644
Remote Similarity	0.6232	NPC313263
Remote Similarity	0.6216	NPC262615
Remote Similarity	0.6203	NPC476248
Remote Similarity	0.6176	NPC60672
Remote Similarity	0.6176	NPC322091
Remote Similarity	0.6173	NPC59867
Remote Similarity	0.6111	NPC177191
Remote Similarity	0.6111	NPC68974
Remote Similarity	0.6104	NPC133183
Remote Similarity	0.6098	NPC316242
Remote Similarity	0.6081	NPC145658
Remote Similarity	0.6066	NPC121517
Remote Similarity	0.6066	NPC66043
Remote Similarity	0.6066	NPC326992
Remote Similarity	0.6066	NPC168375
Remote Similarity	0.6061	NPC17244
Remote Similarity	0.6027	NPC322206
Remote Similarity	0.6026	NPC477642
Remote Similarity	0.6026	NPC478256
Remote Similarity	0.6024	NPC478017
Remote Similarity	0.6024	NPC315131
Remote Similarity	0.6024	NPC315535
Remote Similarity	0.6	NPC50047
Remote Similarity	0.6	NPC278881
Remote Similarity	0.5976	NPC472594
Remote Similarity	0.5974	NPC250953
Remote Similarity	0.5974	NPC306696
Remote Similarity	0.5974	NPC81647
Remote Similarity	0.5972	NPC473599
Remote Similarity	0.597	NPC319175
Remote Similarity	0.597	NPC125736
Remote Similarity	0.5942	NPC279661
Remote Similarity	0.5942	NPC183845
Remote Similarity	0.593	NPC477730
Remote Similarity	0.5904	NPC191774
Remote Similarity	0.5875	NPC141325
Remote Similarity	0.5875	NPC477641
Remote Similarity	0.5875	NPC477643
Remote Similarity	0.5875	NPC320865
Remote Similarity	0.5873	NPC291186
Remote Similarity	0.5873	NPC167986
Remote Similarity	0.5867	NPC226453
Remote Similarity	0.5867	NPC103130
Remote Similarity	0.5844	NPC188231
Remote Similarity	0.5844	NPC222327
Remote Similarity	0.5821	NPC80350
Remote Similarity	0.5811	NPC118429
Remote Similarity	0.5806	NPC237525
Remote Similarity	0.5806	NPC326212
Remote Similarity	0.5802	NPC138435
Remote Similarity	0.5789	NPC41429
Remote Similarity	0.5781	NPC132307
Remote Similarity	0.5781	NPC325097
Remote Similarity	0.5781	NPC126925
Remote Similarity	0.5738	NPC18188
Remote Similarity	0.5735	NPC329181
Remote Similarity	0.5735	NPC319110
Remote Similarity	0.5733	NPC105297
Remote Similarity	0.5732	NPC472595
Remote Similarity	0.5714	NPC327985
Remote Similarity	0.5696	NPC28348
Remote Similarity	0.5696	NPC473985
Remote Similarity	0.5696	NPC314273
Remote Similarity	0.5696	NPC475808
Remote Similarity	0.5696	NPC474298
Remote Similarity	0.5696	NPC193280
Remote Similarity	0.5696	NPC474299
Remote Similarity	0.5676	NPC263207
Remote Similarity	0.567	NPC475440
Remote Similarity	0.5667	NPC477728
Remote Similarity	0.5663	NPC476324
Remote Similarity	0.5663	NPC476130
Remote Similarity	0.5652	NPC200550
Remote Similarity	0.5652	NPC155156
Remote Similarity	0.5641	NPC221764
Remote Similarity	0.5641	NPC135539
Remote Similarity	0.5641	NPC196359
Remote Similarity	0.5641	NPC78312
Remote Similarity	0.5625	NPC276294
Remote Similarity	0.5625	NPC476291
Remote Similarity	0.5625	NPC476285
Remote Similarity	0.5616	NPC11433
Remote Similarity	0.5616	NPC245346
Remote Similarity	0.5616	NPC302003
Remote Similarity	0.561	NPC43219
Remote Similarity	0.5606	NPC309658
Remote Similarity	0.56	NPC314510

Drug Structure

NPD1429 OpenBabel08211700192D 35 34 0 0 1 0 0 0 0 0999 V2000 1.7321 2.0000 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 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 1 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 4.5000 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 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 3.5000 0.0000 N 0 0 0 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 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 -2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 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 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 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 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 2 3 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 5 16 1 0 0 0 0 6 1 1 1 0 0 0 6 12 1 0 0 0 0 6 15 1 0 0 0 0 7 2 1 1 0 0 0 7 14 1 0 0 0 0 7 17 1 0 0 0 0 8 4 1 6 0 0 0 8 13 1 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 10 22 1 0 0 0 0 11 23 2 0 0 0 0 11 24 1 0 0 0 0 12 17 2 3 0 0 0 12 25 1 0 0 0 0 13 16 2 3 0 0 0 13 26 1 0 0 0 0 14 18 2 3 0 0 0 14 27 1 0 0 0 0 15 28 1 0 0 0 0 15 29 1 0 0 0 0 20 30 1 0 0 0 0 22 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006933
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	219042
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.14
ALogP	-2.5543
MLogP	1.57
XLogP	-5.232
HDA	13
HBD	7
Rotatable Bonds	20
TPSA	235.69
RO5 Violation	3