NPASS drugs

Drug Information

Drug ID:	NPD1816
Drug Name:
Molecular Formula:	C15H25N5O3
Canonical SMILES:	CC(OCC(OCn1cnc2c1nc(=N)[nH]c2)COC(C)C)C
Standard InCHI:	InChI=1S/C15H25N5O3/c1-10(2)21-6-12(7-22-11(3)4)23-9-20-8-18-13-5-17-15(16)19-14(13)20/h5,8,10-12H,6-7,9H2,1-4H3,(H2,16,17,19)
Standard InCHIKey:	FBHWXSOQXQBXER-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1816

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	128
0.1-0.2	24891
0.2-0.3	4539
0.3-0.4	1042
0.4-0.5	117
0.5-0.6	115
0.6-0.7	55
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7542	NPC327579
Intermediate Similarity	0.7077	NPC320818
Intermediate Similarity	0.7	NPC262926
Remote Similarity	0.6947	NPC61198
Remote Similarity	0.6718	NPC324009
Remote Similarity	0.6691	NPC186619
Remote Similarity	0.6667	NPC317746
Remote Similarity	0.6667	NPC319221
Remote Similarity	0.6619	NPC64705
Remote Similarity	0.6619	NPC232408
Remote Similarity	0.6594	NPC318590
Remote Similarity	0.6594	NPC251233
Remote Similarity	0.6594	NPC211820
Remote Similarity	0.6547	NPC177169
Remote Similarity	0.6547	NPC89147
Remote Similarity	0.6547	NPC274384
Remote Similarity	0.6496	NPC317821
Remote Similarity	0.6471	NPC33996
Remote Similarity	0.6441	NPC476099
Remote Similarity	0.6423	NPC129756
Remote Similarity	0.6377	NPC209525
Remote Similarity	0.6377	NPC161659
Remote Similarity	0.6372	NPC51000
Remote Similarity	0.6356	NPC59314
Remote Similarity	0.6341	NPC41958
Remote Similarity	0.629	NPC313547
Remote Similarity	0.6286	NPC315642
Remote Similarity	0.6286	NPC314152
Remote Similarity	0.6286	NPC74306
Remote Similarity	0.6286	NPC229974
Remote Similarity	0.6284	NPC239737
Remote Similarity	0.6271	NPC476561
Remote Similarity	0.6268	NPC189068
Remote Similarity	0.625	NPC119133
Remote Similarity	0.6232	NPC30326
Remote Similarity	0.6224	NPC219313
Remote Similarity	0.6224	NPC309832
Remote Similarity	0.6197	NPC156461
Remote Similarity	0.6197	NPC21448
Remote Similarity	0.6197	NPC107374
Remote Similarity	0.6174	NPC9639
Remote Similarity	0.6154	NPC164665
Remote Similarity	0.6142	NPC278549
Remote Similarity	0.6138	NPC136349
Remote Similarity	0.6133	NPC195140
Remote Similarity	0.6122	NPC328479
Remote Similarity	0.6122	NPC321052
Remote Similarity	0.6111	NPC269827
Remote Similarity	0.6102	NPC293163
Remote Similarity	0.6069	NPC121222
Remote Similarity	0.6054	NPC161224
Remote Similarity	0.605	NPC187191
Remote Similarity	0.605	NPC326248
Remote Similarity	0.6048	NPC47936
Remote Similarity	0.6032	NPC327613
Remote Similarity	0.6014	NPC207633
Remote Similarity	0.6013	NPC14590
Remote Similarity	0.6	NPC273327
Remote Similarity	0.5986	NPC150853
Remote Similarity	0.5985	NPC57279
Remote Similarity	0.5984	NPC63433
Remote Similarity	0.5984	NPC155498
Remote Similarity	0.5966	NPC332382
Remote Similarity	0.595	NPC10466
Remote Similarity	0.5946	NPC85689
Remote Similarity	0.5946	NPC185991
Remote Similarity	0.5946	NPC211025
Remote Similarity	0.5933	NPC174802
Remote Similarity	0.5923	NPC252603
Remote Similarity	0.5917	NPC174114
Remote Similarity	0.5917	NPC87981
Remote Similarity	0.5906	NPC321814
Remote Similarity	0.5906	NPC472816
Remote Similarity	0.5902	NPC476562
Remote Similarity	0.5891	NPC68938
Remote Similarity	0.5867	NPC302778
Remote Similarity	0.5867	NPC130586
Remote Similarity	0.5867	NPC164952
Remote Similarity	0.5867	NPC212551
Remote Similarity	0.5865	NPC109322
Remote Similarity	0.5859	NPC148385
Remote Similarity	0.5855	NPC226245
Remote Similarity	0.5839	NPC104011
Remote Similarity	0.5833	NPC237936
Remote Similarity	0.5827	NPC256849
Remote Similarity	0.582	NPC111132
Remote Similarity	0.5796	NPC325906
Remote Similarity	0.5789	NPC224076
Remote Similarity	0.5772	NPC476564
Remote Similarity	0.5772	NPC326694
Remote Similarity	0.5772	NPC18335
Remote Similarity	0.576	NPC75131
Remote Similarity	0.5752	NPC316618
Remote Similarity	0.5732	NPC324484
Remote Similarity	0.5725	NPC246193
Remote Similarity	0.5724	NPC8590
Remote Similarity	0.5669	NPC323091
Remote Similarity	0.5669	NPC312187
Remote Similarity	0.5669	NPC4837
Remote Similarity	0.5667	NPC320256
Remote Similarity	0.5659	NPC199790
Remote Similarity	0.5649	NPC240084
Remote Similarity	0.5625	NPC290959
Remote Similarity	0.5621	NPC469975
Remote Similarity	0.5614	NPC190949

Drug Structure

NPD1816 OpenBabel08211701082D 25 26 0 0 0 0 0 0 0 0999 V2000 -6.7078 0.8486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3477 2.5428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7808 -2.0046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4207 -0.3104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7515 0.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4644 -0.7262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1261 0.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0387 1.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1116 -1.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7734 0.2248 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 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 -1.8171 -1.8090 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 -1.8171 -0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0605 1.3838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1335 -1.4694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1042 0.9680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 11 1 0 0 0 0 5 13 2 0 0 0 0 5 17 1 0 0 0 0 6 12 1 0 0 0 0 6 21 1 0 0 0 0 7 12 1 0 0 0 0 7 22 1 0 0 0 0 8 18 2 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 9 23 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015521
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	323.20
ALogP	-1.9606
MLogP	2.23
XLogP	2.129
HDA	8
HBD	2
Rotatable Bonds	13
TPSA	93.75
RO5 Violation	0