NPASS drugs

Drug Information

Drug ID:	NPD2101
Drug Name:
Molecular Formula:	C16H19N3O6
Canonical SMILES:	COC1=C(C)C(=O)C2=C(C1=O)[C@@H](COC(=N)O)[C@@]1(N2C[C@H]2[C@@H]1N2)OC
Standard InCHI:	InChI=1S/C16H19N3O6/c1-6-11(20)10-9(12(21)13(6)23-2)7(5-25-15(17)22)16(24-3)14-8(18-14)4-19(10)16/h7-8,14,18H,4-5H2,1-3H3,(H2,17,22)/t7-,8+,14+,16-/m1/s1
Standard InCHIKey:	HYFMSAFINFJTFH-NGSRAFSJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2101

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	88
0.1-0.2	711
0.2-0.3	7465
0.3-0.4	17734
0.4-0.5	4463
0.5-0.6	406
0.6-0.7	20
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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	NPC315011
High Similarity	0.9008	NPC139867
Intermediate Similarity	0.7273	NPC473955
Remote Similarity	0.6923	NPC475987
Remote Similarity	0.6923	NPC313348
Remote Similarity	0.6589	NPC251884
Remote Similarity	0.6547	NPC13351
Remote Similarity	0.6395	NPC133089
Remote Similarity	0.637	NPC307165
Remote Similarity	0.6345	NPC173173
Remote Similarity	0.6207	NPC309525
Remote Similarity	0.616	NPC116231
Remote Similarity	0.6107	NPC120335
Remote Similarity	0.6084	NPC230849
Remote Similarity	0.6084	NPC11379
Remote Similarity	0.6084	NPC315110
Remote Similarity	0.6031	NPC472162
Remote Similarity	0.6027	NPC326386
Remote Similarity	0.6027	NPC477985
Remote Similarity	0.6027	NPC471087
Remote Similarity	0.6	NPC472161
Remote Similarity	0.6	NPC87919
Remote Similarity	0.6	NPC161644
Remote Similarity	0.5987	NPC471256
Remote Similarity	0.5946	NPC473249
Remote Similarity	0.5944	NPC174463
Remote Similarity	0.5938	NPC236322
Remote Similarity	0.5933	NPC215507
Remote Similarity	0.5931	NPC23963
Remote Similarity	0.5929	NPC76660
Remote Similarity	0.5929	NPC276995
Remote Similarity	0.5918	NPC469999
Remote Similarity	0.5909	NPC45813
Remote Similarity	0.5906	NPC471086
Remote Similarity	0.5903	NPC471261
Remote Similarity	0.5874	NPC209734
Remote Similarity	0.5867	NPC97861
Remote Similarity	0.5839	NPC266697
Remote Similarity	0.5833	NPC25025
Remote Similarity	0.5797	NPC271562
Remote Similarity	0.5793	NPC12124
Remote Similarity	0.5793	NPC44200
Remote Similarity	0.5789	NPC472166
Remote Similarity	0.5779	NPC239252
Remote Similarity	0.5779	NPC473703
Remote Similarity	0.5762	NPC470539
Remote Similarity	0.5758	NPC40663
Remote Similarity	0.5755	NPC15413
Remote Similarity	0.5753	NPC88190
Remote Similarity	0.5753	NPC473808
Remote Similarity	0.5743	NPC293550
Remote Similarity	0.5743	NPC111162
Remote Similarity	0.5743	NPC477989
Remote Similarity	0.5743	NPC323168
Remote Similarity	0.5743	NPC477990
Remote Similarity	0.5724	NPC235625
Remote Similarity	0.5724	NPC478139
Remote Similarity	0.5704	NPC469466
Remote Similarity	0.5694	NPC7905
Remote Similarity	0.5694	NPC315652
Remote Similarity	0.5693	NPC265094
Remote Similarity	0.5693	NPC469895
Remote Similarity	0.5685	NPC477986
Remote Similarity	0.5685	NPC138534
Remote Similarity	0.5683	NPC176773
Remote Similarity	0.5676	NPC471262
Remote Similarity	0.5672	NPC472167
Remote Similarity	0.5667	NPC474371
Remote Similarity	0.5664	NPC193471
Remote Similarity	0.5664	NPC5485
Remote Similarity	0.5664	NPC130124
Remote Similarity	0.5662	NPC314792
Remote Similarity	0.5655	NPC65045
Remote Similarity	0.5648	NPC313280
Remote Similarity	0.5641	NPC477400
Remote Similarity	0.5629	NPC476951
Remote Similarity	0.5621	NPC477988
Remote Similarity	0.562	NPC471258
Remote Similarity	0.5616	NPC471673
Remote Similarity	0.5616	NPC201889
Remote Similarity	0.5616	NPC476952
Remote Similarity	0.5616	NPC106791
Remote Similarity	0.5612	NPC185929
Remote Similarity	0.5608	NPC469515
Remote Similarity	0.56	NPC470653
Remote Similarity	0.56	NPC470654
Remote Similarity	0.56	NPC470650

Drug Structure

NPD2101 OpenBabel08211701392D 28 31 0 0 1 0 0 0 0 0999 V2000 3.4226 -0.0472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3249 1.4453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2542 2.3926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8368 -0.4753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0170 2.8750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5221 0.4738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0137 1.9239 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6605 0.0002 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8374 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8366 0.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6789 -0.0121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6806 1.9342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5229 1.4469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6597 0.9734 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3198 4.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8229 1.4487 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6112 4.6821 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5029 0.4875 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6780 -1.0525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6815 2.9746 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9537 5.1966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4244 1.9663 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2981 2.2853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6169 3.5841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9083 5.5856 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5433 0.4884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6566 6.1002 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 19 1 0 0 0 0 5 7 1 0 0 0 0 5 25 1 0 0 0 0 6 11 1 0 0 0 0 6 13 2 0 0 0 0 7 9 1 0 0 0 0 7 16 1 6 0 0 0 8 4 1 6 0 0 0 8 14 1 0 0 0 0 8 18 1 0 0 0 0 9 10 2 0 0 0 0 9 12 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 13 1 0 0 0 0 12 21 2 0 0 0 0 13 23 1 0 0 0 0 14 16 1 6 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 22 1 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 24 1 1 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001401
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	19972
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.13
ALogP	-0.6401
MLogP	2.23
XLogP	0.051
HDA	9
HBD	3
Rotatable Bonds	9
TPSA	131.09
RO5 Violation	0