NPASS drugs

Drug Information

Drug ID:	NPD1774
Drug Name:
Molecular Formula:	C15H22N2O6
Canonical SMILES:	OC(COc1cccc2c1OCC(C2)ON(=O)=O)CNC(C)C
Standard InCHI:	InChI=1S/C15H22N2O6/c1-10(2)16-7-12(18)8-21-14-5-3-4-11-6-13(23-17(19)20)9-22-15(11)14/h3-5,10,12-13,16,18H,6-9H2,1-2H3
Standard InCHIKey:	OMCPLEZZPVJJIS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1774

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	947
0.2-0.3	3965
0.3-0.4	9397
0.4-0.5	3624
0.5-0.6	7597
0.6-0.7	4826
0.7-0.8	398
0.8-0.85	6
0.85-0.9	2
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
High Similarity	0.8613	NPC141739
High Similarity	0.8613	NPC136112
Intermediate Similarity	0.8472	NPC318591
Intermediate Similarity	0.8472	NPC231163
Intermediate Similarity	0.8345	NPC320242
Intermediate Similarity	0.8125	NPC97870
Intermediate Similarity	0.8125	NPC247018
Intermediate Similarity	0.8125	NPC307123
Intermediate Similarity	0.7799	NPC37205
Intermediate Similarity	0.7799	NPC160931
Intermediate Similarity	0.7687	NPC326599
Intermediate Similarity	0.7687	NPC329595
Intermediate Similarity	0.7639	NPC109822
Intermediate Similarity	0.7639	NPC94276
Intermediate Similarity	0.7622	NPC71090
Intermediate Similarity	0.76	NPC264956
Intermediate Similarity	0.7582	NPC204546
Intermediate Similarity	0.7552	NPC211992
Intermediate Similarity	0.7534	NPC191037
Intermediate Similarity	0.7534	NPC178284
Intermediate Similarity	0.7534	NPC58607
Intermediate Similarity	0.7533	NPC263064
Intermediate Similarity	0.7516	NPC277857
Intermediate Similarity	0.7516	NPC115144
Intermediate Similarity	0.75	NPC298486
Intermediate Similarity	0.75	NPC270849
Intermediate Similarity	0.75	NPC5851
Intermediate Similarity	0.75	NPC26653
Intermediate Similarity	0.75	NPC86030
Intermediate Similarity	0.7483	NPC319625
Intermediate Similarity	0.7483	NPC147821
Intermediate Similarity	0.7483	NPC41706
Intermediate Similarity	0.7483	NPC292056
Intermediate Similarity	0.7483	NPC118787
Intermediate Similarity	0.7483	NPC111247
Intermediate Similarity	0.7483	NPC183181
Intermediate Similarity	0.7483	NPC163332
Intermediate Similarity	0.7466	NPC194519
Intermediate Similarity	0.7465	NPC135961
Intermediate Similarity	0.7455	NPC293871
Intermediate Similarity	0.7455	NPC124433
Intermediate Similarity	0.745	NPC80600
Intermediate Similarity	0.745	NPC472024
Intermediate Similarity	0.7439	NPC158900
Intermediate Similarity	0.7434	NPC61946
Intermediate Similarity	0.7432	NPC72529
Intermediate Similarity	0.7431	NPC470804
Intermediate Similarity	0.7412	NPC329969
Intermediate Similarity	0.7407	NPC150670
Intermediate Similarity	0.7403	NPC477838
Intermediate Similarity	0.7403	NPC477837
Intermediate Similarity	0.74	NPC166168
Intermediate Similarity	0.7397	NPC114901
Intermediate Similarity	0.7397	NPC48990
Intermediate Similarity	0.7397	NPC293701
Intermediate Similarity	0.7386	NPC306441
Intermediate Similarity	0.7386	NPC16435
Intermediate Similarity	0.7383	NPC218856
Intermediate Similarity	0.7383	NPC222004
Intermediate Similarity	0.7383	NPC273295
Intermediate Similarity	0.7383	NPC166040
Intermediate Similarity	0.7383	NPC470258
Intermediate Similarity	0.7383	NPC226788
Intermediate Similarity	0.7383	NPC202582
Intermediate Similarity	0.7383	NPC3439
Intermediate Similarity	0.7383	NPC210623
Intermediate Similarity	0.7383	NPC285339
Intermediate Similarity	0.7383	NPC190629
Intermediate Similarity	0.7383	NPC262641
Intermediate Similarity	0.7368	NPC478085
Intermediate Similarity	0.7365	NPC474119
Intermediate Similarity	0.7361	NPC473875
Intermediate Similarity	0.7358	NPC471032
Intermediate Similarity	0.7358	NPC470935
Intermediate Similarity	0.7351	NPC230219
Intermediate Similarity	0.7351	NPC18842
Intermediate Similarity	0.7346	NPC2295
Intermediate Similarity	0.7346	NPC477564
Intermediate Similarity	0.7343	NPC181969
Intermediate Similarity	0.7343	NPC320987
Intermediate Similarity	0.732	NPC474206
Intermediate Similarity	0.732	NPC94750
Intermediate Similarity	0.732	NPC470356
Intermediate Similarity	0.732	NPC260898
Intermediate Similarity	0.732	NPC112939
Intermediate Similarity	0.732	NPC472337
Intermediate Similarity	0.732	NPC121812
Intermediate Similarity	0.732	NPC112246
Intermediate Similarity	0.732	NPC47398
Intermediate Similarity	0.732	NPC234333
Intermediate Similarity	0.7315	NPC245826
Intermediate Similarity	0.7315	NPC252307
Intermediate Similarity	0.7315	NPC474178
Intermediate Similarity	0.7315	NPC31707
Intermediate Similarity	0.7315	NPC302378
Intermediate Similarity	0.7303	NPC475840
Intermediate Similarity	0.7303	NPC26394
Intermediate Similarity	0.7297	NPC236347
Intermediate Similarity	0.7297	NPC323775
Intermediate Similarity	0.7292	NPC148615
Intermediate Similarity	0.7292	NPC35071
Intermediate Similarity	0.7292	NPC177475
Intermediate Similarity	0.7285	NPC30043
Intermediate Similarity	0.7285	NPC469625
Intermediate Similarity	0.7285	NPC469613
Intermediate Similarity	0.7285	NPC472597
Intermediate Similarity	0.7285	NPC9912
Intermediate Similarity	0.7273	NPC312770
Intermediate Similarity	0.7273	NPC253429
Intermediate Similarity	0.7273	NPC263367
Intermediate Similarity	0.7273	NPC41473
Intermediate Similarity	0.7273	NPC92191
Intermediate Similarity	0.7273	NPC14600
Intermediate Similarity	0.7273	NPC29799
Intermediate Similarity	0.7273	NPC477939
Intermediate Similarity	0.7273	NPC302701
Intermediate Similarity	0.7273	NPC230734
Intermediate Similarity	0.7273	NPC204848
Intermediate Similarity	0.7273	NPC160607
Intermediate Similarity	0.7273	NPC472336
Intermediate Similarity	0.7273	NPC255675
Intermediate Similarity	0.7273	NPC227503
Intermediate Similarity	0.7273	NPC54743
Intermediate Similarity	0.7273	NPC104167
Intermediate Similarity	0.7273	NPC156502
Intermediate Similarity	0.7273	NPC177160
Intermediate Similarity	0.7273	NPC10737
Intermediate Similarity	0.7273	NPC209985
Intermediate Similarity	0.7273	NPC474639
Intermediate Similarity	0.7273	NPC59028
Intermediate Similarity	0.7273	NPC472334
Intermediate Similarity	0.7273	NPC269091
Intermediate Similarity	0.7267	NPC248355
Intermediate Similarity	0.7267	NPC97326
Intermediate Similarity	0.7262	NPC329717
Intermediate Similarity	0.726	NPC209567
Intermediate Similarity	0.7255	NPC170694
Intermediate Similarity	0.7255	NPC187616
Intermediate Similarity	0.7255	NPC16485
Intermediate Similarity	0.7255	NPC187194
Intermediate Similarity	0.7255	NPC87696
Intermediate Similarity	0.7255	NPC193026
Intermediate Similarity	0.7255	NPC49603
Intermediate Similarity	0.7248	NPC242032
Intermediate Similarity	0.7248	NPC291847
Intermediate Similarity	0.7248	NPC98745
Intermediate Similarity	0.7247	NPC475754
Intermediate Similarity	0.7246	NPC218614
Intermediate Similarity	0.7241	NPC267064
Intermediate Similarity	0.7237	NPC7903
Intermediate Similarity	0.7237	NPC16208
Intermediate Similarity	0.7237	NPC15658
Intermediate Similarity	0.7237	NPC261619
Intermediate Similarity	0.7237	NPC185604
Intermediate Similarity	0.7237	NPC126029
Intermediate Similarity	0.7237	NPC184447
Intermediate Similarity	0.7237	NPC61477
Intermediate Similarity	0.7237	NPC78770
Intermediate Similarity	0.7237	NPC219876
Intermediate Similarity	0.7237	NPC35932
Intermediate Similarity	0.7237	NPC160991
Intermediate Similarity	0.7226	NPC102904
Intermediate Similarity	0.7226	NPC474282
Intermediate Similarity	0.7226	NPC326797
Intermediate Similarity	0.7226	NPC299583
Intermediate Similarity	0.7226	NPC176051
Intermediate Similarity	0.7226	NPC211549
Intermediate Similarity	0.7226	NPC103976
Intermediate Similarity	0.7226	NPC107551
Intermediate Similarity	0.7222	NPC474560
Intermediate Similarity	0.7219	NPC143483
Intermediate Similarity	0.7219	NPC469614
Intermediate Similarity	0.7219	NPC472338
Intermediate Similarity	0.7219	NPC469612
Intermediate Similarity	0.7219	NPC220935
Intermediate Similarity	0.7219	NPC252960
Intermediate Similarity	0.7215	NPC294249
Intermediate Similarity	0.7211	NPC279379
Intermediate Similarity	0.7211	NPC13020
Intermediate Similarity	0.7211	NPC471693
Intermediate Similarity	0.7211	NPC140359
Intermediate Similarity	0.7208	NPC151224
Intermediate Similarity	0.7208	NPC164787
Intermediate Similarity	0.7208	NPC134968
Intermediate Similarity	0.7203	NPC120075
Intermediate Similarity	0.72	NPC19694
Intermediate Similarity	0.72	NPC470084
Intermediate Similarity	0.7197	NPC471389
Intermediate Similarity	0.7192	NPC476343
Intermediate Similarity	0.719	NPC215833
Intermediate Similarity	0.719	NPC69513
Intermediate Similarity	0.719	NPC11060
Intermediate Similarity	0.719	NPC168059
Intermediate Similarity	0.719	NPC25821
Intermediate Similarity	0.719	NPC229442
Intermediate Similarity	0.7181	NPC206882
Intermediate Similarity	0.7179	NPC471388
Intermediate Similarity	0.7178	NPC206372
Intermediate Similarity	0.7178	NPC203424
Intermediate Similarity	0.7171	NPC42760

Drug Structure

NPD1774 OpenBabel08211701082D 25 26 0 0 1 0 0 0 0 0999 V2000 5.1962 -2.0000 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 2.5981 -1.5000 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 2.5981 -0.5000 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 3.4641 0.0000 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 -0.8660 -0.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 3 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 4 2 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 14 2 0 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 12 1 0 0 0 0 7 16 1 0 0 0 0 8 12 1 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 22 1 0 0 0 0 10 16 1 0 0 0 0 11 15 2 0 0 0 0 12 18 1 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 19 2 0 0 0 0 17 20 2 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009016
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.15
ALogP	-1.1545
MLogP	2.23
XLogP	1.85
HDA	2
HBD	2
Rotatable Bonds	11
TPSA	105.77
RO5 Violation	0