NPASS drugs

Drug Information

Drug ID:	NPD366
Drug Name:
Molecular Formula:	C10H18N4O5
Canonical SMILES:	N=C(N=C(CCC(=O)O)O)NCCC[C@@H](C(=O)O)N
Standard InCHI:	InChI=1S/C10H18N4O5/c11-6(9(18)19)2-1-5-13-10(12)14-7(15)3-4-8(16)17/h6H,1-5,11H2,(H,16,17)(H,18,19)(H3,12,13,14,15)/t6-/m0/s1
Standard InCHIKey:	RWJGOCSNMZSTIJ-LURJTMIESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD366

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	159
0.1-0.2	16776
0.2-0.3	11560
0.3-0.4	1682
0.4-0.5	447
0.5-0.6	196
0.6-0.7	59
0.7-0.8	4
0.8-0.85	3
0.85-0.9	3
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	0.9412	NPC328457
High Similarity	0.8657	NPC226453
High Similarity	0.8657	NPC103130
High Similarity	0.8571	NPC133183
Intermediate Similarity	0.8406	NPC327985
Intermediate Similarity	0.8088	NPC118429
Intermediate Similarity	0.8	NPC278881
Intermediate Similarity	0.7692	NPC191774
Intermediate Similarity	0.7286	NPC321536
Intermediate Similarity	0.7286	NPC320598
Intermediate Similarity	0.7042	NPC254541
Remote Similarity	0.6944	NPC143722
Remote Similarity	0.6933	NPC325534
Remote Similarity	0.6901	NPC189301
Remote Similarity	0.6901	NPC176164
Remote Similarity	0.6857	NPC325985
Remote Similarity	0.6849	NPC322206
Remote Similarity	0.6806	NPC327748
Remote Similarity	0.6806	NPC321468
Remote Similarity	0.6806	NPC316826
Remote Similarity	0.6806	NPC317143
Remote Similarity	0.6714	NPC327831
Remote Similarity	0.6712	NPC329564
Remote Similarity	0.6712	NPC327170
Remote Similarity	0.6667	NPC245768
Remote Similarity	0.662	NPC38463
Remote Similarity	0.6579	NPC174304
Remote Similarity	0.6579	NPC325597
Remote Similarity	0.6567	NPC140872
Remote Similarity	0.6567	NPC93081
Remote Similarity	0.6538	NPC319046
Remote Similarity	0.6528	NPC278209
Remote Similarity	0.6528	NPC317147
Remote Similarity	0.6528	NPC318260
Remote Similarity	0.6479	NPC322573
Remote Similarity	0.6456	NPC126779
Remote Similarity	0.6447	NPC289691
Remote Similarity	0.6438	NPC302003
Remote Similarity	0.6438	NPC11433
Remote Similarity	0.6438	NPC245346
Remote Similarity	0.6429	NPC197087
Remote Similarity	0.6429	NPC190184
Remote Similarity	0.642	NPC315897
Remote Similarity	0.6338	NPC321118
Remote Similarity	0.6338	NPC316889
Remote Similarity	0.6329	NPC81647
Remote Similarity	0.6324	NPC153370
Remote Similarity	0.6316	NPC327252
Remote Similarity	0.6286	NPC202525
Remote Similarity	0.625	NPC10915
Remote Similarity	0.6234	NPC315744
Remote Similarity	0.6226	NPC259586
Remote Similarity	0.6203	NPC135539
Remote Similarity	0.6203	NPC221764
Remote Similarity	0.6203	NPC196359
Remote Similarity	0.6203	NPC78312
Remote Similarity	0.6168	NPC470621
Remote Similarity	0.6168	NPC222481
Remote Similarity	0.6145	NPC320221
Remote Similarity	0.6111	NPC183845
Remote Similarity	0.6111	NPC322091
Remote Similarity	0.6111	NPC279661
Remote Similarity	0.6111	NPC60672
Remote Similarity	0.6076	NPC470108
Remote Similarity	0.6049	NPC322274
Remote Similarity	0.6029	NPC297220
Remote Similarity	0.6	NPC470109
Remote Similarity	0.6	NPC324825
Remote Similarity	0.6	NPC112890
Remote Similarity	0.6	NPC316231
Remote Similarity	0.5974	NPC314510
Remote Similarity	0.593	NPC59867
Remote Similarity	0.5926	NPC470110
Remote Similarity	0.5921	NPC276928
Remote Similarity	0.5921	NPC268927
Remote Similarity	0.5921	NPC64250
Remote Similarity	0.5882	NPC327272
Remote Similarity	0.5882	NPC118459
Remote Similarity	0.5882	NPC327698
Remote Similarity	0.5875	NPC287693
Remote Similarity	0.5854	NPC472579
Remote Similarity	0.5844	NPC321419
Remote Similarity	0.5844	NPC177191
Remote Similarity	0.5843	NPC475542
Remote Similarity	0.5843	NPC314466
Remote Similarity	0.5833	NPC55274
Remote Similarity	0.5833	NPC322946
Remote Similarity	0.5823	NPC57420
Remote Similarity	0.5821	NPC276294
Remote Similarity	0.5778	NPC84128
Remote Similarity	0.5778	NPC53858
Remote Similarity	0.5775	NPC328378
Remote Similarity	0.5753	NPC329495
Remote Similarity	0.5753	NPC189178
Remote Similarity	0.5753	NPC263065
Remote Similarity	0.575	NPC262615
Remote Similarity	0.5747	NPC315780
Remote Similarity	0.5745	NPC304454
Remote Similarity	0.5732	NPC107224
Remote Similarity	0.5714	NPC101249
Remote Similarity	0.5696	NPC105297
Remote Similarity	0.5694	NPC137958
Remote Similarity	0.5694	NPC273330
Remote Similarity	0.5694	NPC327239
Remote Similarity	0.5684	NPC320057
Remote Similarity	0.5682	NPC37681
Remote Similarity	0.5663	NPC15864
Remote Similarity	0.5652	NPC199072
Remote Similarity	0.5647	NPC185084
Remote Similarity	0.5634	NPC227850
Remote Similarity	0.5632	NPC122471
Remote Similarity	0.5625	NPC304455
Remote Similarity	0.5616	NPC19576
Remote Similarity	0.5616	NPC29950
Remote Similarity	0.5612	NPC216278
Remote Similarity	0.561	NPC118524

Drug Structure

NPD366 OpenBabel08201723122D 26 25 0 0 1 0 0 0 0 0999 V2000 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 6.9282 3.0000 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 1.7321 1.0000 0.0000 C 0 0 1 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 7.7942 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 6.0622 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 O 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 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 2 1 0 0 0 0 1 5 1 0 0 0 0 3 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 13 1 0 0 0 0 6 2 1 1 0 0 0 6 9 1 0 0 0 0 6 11 1 0 0 0 0 7 14 2 3 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 8 17 1 0 0 0 0 9 18 2 0 0 0 0 9 19 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 11 20 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 15 24 1 0 0 0 0 17 25 1 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007257
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	274.13
ALogP	-2.5674
MLogP	1.57
XLogP	-3.501
HDA	9
HBD	6
Rotatable Bonds	14
TPSA	169.09
RO5 Violation	1