NPASS drugs

Drug Information

Drug ID:	NPD3537
Drug Name:
Molecular Formula:	C19H23NO5
Canonical SMILES:	COc1cccc(c1OCCNCC1COc2c(O1)cccc2)OC
Standard InCHI:	InChI=1S/C19H23NO5/c1-21-17-8-5-9-18(22-2)19(17)23-11-10-20-12-14-13-24-15-6-3-4-7-16(15)25-14/h3-9,14,20H,10-13H2,1-2H3
Standard InCHIKey:	GYSZUJHYXCZAKI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3537

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	131
0.1-0.2	1511
0.2-0.3	7868
0.3-0.4	6403
0.4-0.5	5015
0.5-0.6	7188
0.6-0.7	2673
0.7-0.8	101
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	0.7698	NPC95977
Intermediate Similarity	0.7481	NPC261661
Intermediate Similarity	0.741	NPC31707
Intermediate Similarity	0.741	NPC247146
Intermediate Similarity	0.7377	NPC313918
Intermediate Similarity	0.7372	NPC25817
Intermediate Similarity	0.7357	NPC262641
Intermediate Similarity	0.7355	NPC329640
Intermediate Similarity	0.7333	NPC472596
Intermediate Similarity	0.7319	NPC141739
Intermediate Similarity	0.7319	NPC136112
Intermediate Similarity	0.7319	NPC320242
Intermediate Similarity	0.7299	NPC217854
Intermediate Similarity	0.7266	NPC298845
Intermediate Similarity	0.7254	NPC469698
Intermediate Similarity	0.7254	NPC473412
Intermediate Similarity	0.7241	NPC318591
Intermediate Similarity	0.7241	NPC231163
Intermediate Similarity	0.7218	NPC123948
Intermediate Similarity	0.7214	NPC37074
Intermediate Similarity	0.7214	NPC474119
Intermediate Similarity	0.7206	NPC276195
Intermediate Similarity	0.7185	NPC214289
Intermediate Similarity	0.7185	NPC172253
Intermediate Similarity	0.7185	NPC59561
Intermediate Similarity	0.7174	NPC328267
Intermediate Similarity	0.7164	NPC151617
Intermediate Similarity	0.7164	NPC76915
Intermediate Similarity	0.7163	NPC210674
Intermediate Similarity	0.7153	NPC263064
Intermediate Similarity	0.7143	NPC469622
Intermediate Similarity	0.7143	NPC244364
Intermediate Similarity	0.7143	NPC189589
Intermediate Similarity	0.7143	NPC114124
Intermediate Similarity	0.7133	NPC110337
Intermediate Similarity	0.7125	NPC329717
Intermediate Similarity	0.7125	NPC474858
Intermediate Similarity	0.7122	NPC105513
Intermediate Similarity	0.7122	NPC221090
Intermediate Similarity	0.7113	NPC470258
Intermediate Similarity	0.7113	NPC3439
Intermediate Similarity	0.7113	NPC226788
Intermediate Similarity	0.7113	NPC273295
Intermediate Similarity	0.7113	NPC190629
Intermediate Similarity	0.7113	NPC202582
Intermediate Similarity	0.7113	NPC222004
Intermediate Similarity	0.7113	NPC285339
Intermediate Similarity	0.7113	NPC218856
Intermediate Similarity	0.7113	NPC210623
Intermediate Similarity	0.7111	NPC228907
Intermediate Similarity	0.7109	NPC41594
Intermediate Similarity	0.7103	NPC474478
Intermediate Similarity	0.7103	NPC170694
Intermediate Similarity	0.7101	NPC105147
Intermediate Similarity	0.7101	NPC228875
Intermediate Similarity	0.7101	NPC152722
Intermediate Similarity	0.7101	NPC126216
Intermediate Similarity	0.7086	NPC473934
Intermediate Similarity	0.708	NPC199023
Intermediate Similarity	0.708	NPC205850
Intermediate Similarity	0.7063	NPC476399
Intermediate Similarity	0.7063	NPC472338
Intermediate Similarity	0.7063	NPC79184
Intermediate Similarity	0.7063	NPC60756
Intermediate Similarity	0.7063	NPC307042
Intermediate Similarity	0.7059	NPC475961
Intermediate Similarity	0.7059	NPC254625
Intermediate Similarity	0.7055	NPC311430
Intermediate Similarity	0.7055	NPC470356
Intermediate Similarity	0.7055	NPC474206
Intermediate Similarity	0.7055	NPC112939
Intermediate Similarity	0.7055	NPC112246
Intermediate Similarity	0.7055	NPC224941
Intermediate Similarity	0.7055	NPC61946
Intermediate Similarity	0.7055	NPC94750
Intermediate Similarity	0.7055	NPC121812
Intermediate Similarity	0.7051	NPC150670
Intermediate Similarity	0.705	NPC192810
Intermediate Similarity	0.7032	NPC203424
Intermediate Similarity	0.7032	NPC206372
Intermediate Similarity	0.7031	NPC307875
Intermediate Similarity	0.7021	NPC112571
Intermediate Similarity	0.7021	NPC285725
Intermediate Similarity	0.7021	NPC50683
Intermediate Similarity	0.7021	NPC171533
Intermediate Similarity	0.7014	NPC307123
Intermediate Similarity	0.7014	NPC472597
Intermediate Similarity	0.7014	NPC247018
Intermediate Similarity	0.7014	NPC287780
Intermediate Similarity	0.7014	NPC469625
Intermediate Similarity	0.7014	NPC97870
Intermediate Similarity	0.7014	NPC469613
Intermediate Similarity	0.7014	NPC30043
Intermediate Similarity	0.7007	NPC113236
Intermediate Similarity	0.7007	NPC78047
Intermediate Similarity	0.7007	NPC16435
Intermediate Similarity	0.7007	NPC227503
Intermediate Similarity	0.7007	NPC474639
Intermediate Similarity	0.7007	NPC230734
Intermediate Similarity	0.7007	NPC214036
Intermediate Similarity	0.7007	NPC306441
Remote Similarity	0.6993	NPC474227
Remote Similarity	0.6986	NPC317380
Remote Similarity	0.6977	NPC473653
Remote Similarity	0.6977	NPC232654
Remote Similarity	0.6972	NPC291847
Remote Similarity	0.6972	NPC469621
Remote Similarity	0.6972	NPC194841
Remote Similarity	0.6972	NPC210355
Remote Similarity	0.6966	NPC184447
Remote Similarity	0.6966	NPC201587
Remote Similarity	0.6966	NPC16208
Remote Similarity	0.6966	NPC35932
Remote Similarity	0.6966	NPC160991
Remote Similarity	0.6966	NPC253105
Remote Similarity	0.6966	NPC7903
Remote Similarity	0.6959	NPC474282
Remote Similarity	0.6959	NPC103976
Remote Similarity	0.6959	NPC102904
Remote Similarity	0.6959	NPC176051
Remote Similarity	0.6959	NPC326797
Remote Similarity	0.6959	NPC211549
Remote Similarity	0.6959	NPC107551
Remote Similarity	0.6957	NPC166759
Remote Similarity	0.6946	NPC243454
Remote Similarity	0.6946	NPC475479
Remote Similarity	0.6944	NPC208769
Remote Similarity	0.6944	NPC469614
Remote Similarity	0.6944	NPC469612
Remote Similarity	0.6942	NPC302546
Remote Similarity	0.6939	NPC47398
Remote Similarity	0.6939	NPC234333
Remote Similarity	0.6939	NPC151224
Remote Similarity	0.6939	NPC195022
Remote Similarity	0.6939	NPC260898
Remote Similarity	0.6929	NPC108545
Remote Similarity	0.6929	NPC38761
Remote Similarity	0.6929	NPC76465
Remote Similarity	0.6928	NPC277857
Remote Similarity	0.6928	NPC115144
Remote Similarity	0.6923	NPC474651
Remote Similarity	0.6923	NPC222572
Remote Similarity	0.6923	NPC82862
Remote Similarity	0.6923	NPC474623
Remote Similarity	0.6923	NPC87224
Remote Similarity	0.6923	NPC222127
Remote Similarity	0.6918	NPC11060
Remote Similarity	0.6918	NPC229442
Remote Similarity	0.6918	NPC475840
Remote Similarity	0.6918	NPC168059
Remote Similarity	0.6918	NPC60982
Remote Similarity	0.6913	NPC212770
Remote Similarity	0.6913	NPC98777
Remote Similarity	0.6913	NPC471388
Remote Similarity	0.6912	NPC9248
Remote Similarity	0.6909	NPC329992
Remote Similarity	0.6906	NPC75713
Remote Similarity	0.6906	NPC235166
Remote Similarity	0.6906	NPC477886
Remote Similarity	0.6905	NPC239584
Remote Similarity	0.6901	NPC9891
Remote Similarity	0.6901	NPC110677
Remote Similarity	0.6901	NPC88297
Remote Similarity	0.6901	NPC186845
Remote Similarity	0.6897	NPC474238
Remote Similarity	0.6892	NPC173660
Remote Similarity	0.6892	NPC162659
Remote Similarity	0.6892	NPC269091
Remote Similarity	0.6892	NPC248727
Remote Similarity	0.6892	NPC302701
Remote Similarity	0.6892	NPC270456
Remote Similarity	0.6892	NPC265433
Remote Similarity	0.6884	NPC474565
Remote Similarity	0.6879	NPC256015
Remote Similarity	0.6879	NPC294156
Remote Similarity	0.6875	NPC86030
Remote Similarity	0.6875	NPC5851
Remote Similarity	0.6875	NPC469951
Remote Similarity	0.6875	NPC469963
Remote Similarity	0.6871	NPC310854
Remote Similarity	0.6871	NPC13826
Remote Similarity	0.6871	NPC309744
Remote Similarity	0.6871	NPC209195
Remote Similarity	0.687	NPC245115
Remote Similarity	0.6867	NPC184797
Remote Similarity	0.6867	NPC27495
Remote Similarity	0.6867	NPC309124
Remote Similarity	0.686	NPC47422
Remote Similarity	0.6857	NPC71090
Remote Similarity	0.6857	NPC100099
Remote Similarity	0.6857	NPC36016
Remote Similarity	0.6857	NPC298486
Remote Similarity	0.6857	NPC262253
Remote Similarity	0.6857	NPC71579
Remote Similarity	0.6857	NPC473411
Remote Similarity	0.6853	NPC473093
Remote Similarity	0.6853	NPC242032
Remote Similarity	0.6853	NPC8050
Remote Similarity	0.6853	NPC473092
Remote Similarity	0.6849	NPC86655

Drug Structure

NPD3537 OpenBabel08211703112D 26 28 0 0 1 0 0 0 0 0999 V2000 -0.0000 2.0000 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 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 -1.7321 -1.0000 0.0000 C 0 0 0 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 6.0622 -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 -0.8660 -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 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 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 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 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 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 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 17 1 0 0 0 0 9 18 2 0 0 0 0 10 11 1 0 0 0 0 10 20 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003793
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5685
ChEBI
CAS Number

Drug Properties

Molecular Weight	345.16
ALogP	-0.9903
MLogP	2.89
XLogP	2.603
HDA	1
HBD	1
Rotatable Bonds	10
TPSA	58.18
RO5 Violation	0