NPASS drugs

Drug Information

Drug ID:	NPD2221
Drug Name:
Molecular Formula:	C16H24N4O3
Canonical SMILES:	CCCCn1c(=O)c2n(cnc2n(c1=O)CCCC)CC(=O)C
Standard InCHI:	InChI=1S/C16H24N4O3/c1-4-6-8-19-14-13(18(11-17-14)10-12(3)21)15(22)20(16(19)23)9-7-5-2/h11H,4-10H2,1-3H3
Standard InCHIKey:	HJPRDDKCXVCFOH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2221

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	707
0.1-0.2	24776
0.2-0.3	3198
0.3-0.4	1783
0.4-0.5	248
0.5-0.6	142
0.6-0.7	19
0.7-0.8	6
0.8-0.85	7
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	0.9279	NPC256849
High Similarity	0.8983	NPC109322
High Similarity	0.8908	NPC180493
High Similarity	0.8772	NPC303899
Intermediate Similarity	0.8487	NPC252603
Intermediate Similarity	0.8435	NPC47936
Intermediate Similarity	0.8244	NPC167285
Intermediate Similarity	0.8244	NPC226184
Intermediate Similarity	0.8244	NPC76544
Intermediate Similarity	0.8151	NPC148385
Intermediate Similarity	0.8103	NPC75131
Intermediate Similarity	0.7951	NPC158847
Intermediate Similarity	0.7724	NPC278549
Intermediate Similarity	0.7361	NPC321052
Intermediate Similarity	0.7339	NPC199790
Intermediate Similarity	0.725	NPC476099
Intermediate Similarity	0.7227	NPC476561
Remote Similarity	0.6829	NPC476562
Remote Similarity	0.6774	NPC119133
Remote Similarity	0.6644	NPC326694
Remote Similarity	0.648	NPC10466
Remote Similarity	0.6452	NPC174114
Remote Similarity	0.6452	NPC87981
Remote Similarity	0.6429	NPC246193
Remote Similarity	0.6299	NPC476564
Remote Similarity	0.6212	NPC41958
Remote Similarity	0.6197	NPC104011
Remote Similarity	0.6149	NPC317821
Remote Similarity	0.6122	NPC33996
Remote Similarity	0.6115	NPC472833
Remote Similarity	0.6096	NPC320818
Remote Similarity	0.6081	NPC129756
Remote Similarity	0.604	NPC161659
Remote Similarity	0.604	NPC209525
Remote Similarity	0.6	NPC472832
Remote Similarity	0.6	NPC18308
Remote Similarity	0.5986	NPC144223
Remote Similarity	0.596	NPC229974
Remote Similarity	0.596	NPC314152
Remote Similarity	0.5957	NPC248007
Remote Similarity	0.5948	NPC189068
Remote Similarity	0.594	NPC4837
Remote Similarity	0.594	NPC312187
Remote Similarity	0.5923	NPC18335
Remote Similarity	0.5909	NPC219313
Remote Similarity	0.5909	NPC309832
Remote Similarity	0.5891	NPC273327
Remote Similarity	0.589	NPC57279
Remote Similarity	0.5882	NPC107374
Remote Similarity	0.5882	NPC156461
Remote Similarity	0.5882	NPC21448
Remote Similarity	0.5844	NPC164665
Remote Similarity	0.5833	NPC136349
Remote Similarity	0.5827	NPC327579
Remote Similarity	0.5818	NPC325906
Remote Similarity	0.5814	NPC187191
Remote Similarity	0.5814	NPC326248
Remote Similarity	0.5806	NPC269827
Remote Similarity	0.5779	NPC89139
Remote Similarity	0.5769	NPC121222
Remote Similarity	0.5765	NPC164845
Remote Similarity	0.5762	NPC296437
Remote Similarity	0.5759	NPC161224
Remote Similarity	0.5758	NPC324484
Remote Similarity	0.5745	NPC139776
Remote Similarity	0.5741	NPC195140
Remote Similarity	0.5724	NPC470266
Remote Similarity	0.5723	NPC328479
Remote Similarity	0.5714	NPC217656
Remote Similarity	0.5693	NPC313547
Remote Similarity	0.5683	NPC68938
Remote Similarity	0.5679	NPC239737
Remote Similarity	0.566	NPC185991
Remote Similarity	0.566	NPC85689
Remote Similarity	0.566	NPC211025
Remote Similarity	0.5658	NPC210947
Remote Similarity	0.5655	NPC290959
Remote Similarity	0.5652	NPC174802
Remote Similarity	0.5652	NPC472834
Remote Similarity	0.5649	NPC476433
Remote Similarity	0.5649	NPC476528
Remote Similarity	0.5629	NPC470141
Remote Similarity	0.5625	NPC472816
Remote Similarity	0.5625	NPC207633
Remote Similarity	0.5625	NPC321814
Remote Similarity	0.5615	NPC293163
Remote Similarity	0.5613	NPC476013
Remote Similarity	0.5613	NPC476522
Remote Similarity	0.5613	NPC476520
Remote Similarity	0.5613	NPC474986
Remote Similarity	0.5606	NPC59314
Remote Similarity	0.5605	NPC476408
Remote Similarity	0.56	NPC262926

Drug Structure

NPD2221 OpenBabel08211701392D 23 24 0 0 0 0 0 0 0 0999 V2000 0.8660 -4.5000 0.0000 C 0 0 0 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 2.6320 2.9543 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 -1.7321 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 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 -2.5000 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 2.9921 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3230 2.0032 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 1.7321 -1.0000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3448 1.7953 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 12 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 21 2 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 16 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003764
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2984
ChEBI
CAS Number

Drug Properties

Molecular Weight	320.18
ALogP	-2.2199
MLogP	2.45
XLogP	1.722
HDA	7
HBD	0
Rotatable Bonds	11
TPSA	75.51
RO5 Violation	0