NPASS drugs

Drug Information

Drug ID:	NPD4160
Drug Name:
Molecular Formula:	C20H27NO3
Canonical SMILES:	NC[C@@H]1OC(Cc2c1ccc(c2O)O)C12CC3CC(C2)CC(C1)C3
Standard InCHI:	InChI=1S/C20H27NO3/c21-10-17-14-1-2-16(22)19(23)15(14)6-18(24-17)20-7-11-3-12(8-20)5-13(4-11)9-20/h1-2,11-13,17-18,22-23H,3-10,21H2/t11?,12?,13?,17-,18?,20?/m0/s1
Standard InCHIKey:	QLJOSZATCBCBDR-AFGGPKNVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4160

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	180
0.1-0.2	1036
0.2-0.3	2339
0.3-0.4	6803
0.4-0.5	6855
0.5-0.6	6045
0.6-0.7	6629
0.7-0.8	999
0.8-0.85	4
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	0.8252	NPC99795
Intermediate Similarity	0.8138	NPC59239
Intermediate Similarity	0.8069	NPC78575
Intermediate Similarity	0.8	NPC329969
Intermediate Similarity	0.7986	NPC115627
Intermediate Similarity	0.7986	NPC118522
Intermediate Similarity	0.7986	NPC169207
Intermediate Similarity	0.7945	NPC312341
Intermediate Similarity	0.7929	NPC470414
Intermediate Similarity	0.7877	NPC326599
Intermediate Similarity	0.7877	NPC329595
Intermediate Similarity	0.7817	NPC471794
Intermediate Similarity	0.7793	NPC471077
Intermediate Similarity	0.7744	NPC124657
Intermediate Similarity	0.7692	NPC115144
Intermediate Similarity	0.7692	NPC277857
Intermediate Similarity	0.7682	NPC68292
Intermediate Similarity	0.7667	NPC471942
Intermediate Similarity	0.7662	NPC186033
Intermediate Similarity	0.7655	NPC124030
Intermediate Similarity	0.7651	NPC321086
Intermediate Similarity	0.7651	NPC303144
Intermediate Similarity	0.7639	NPC473451
Intermediate Similarity	0.7628	NPC472457
Intermediate Similarity	0.7628	NPC90645
Intermediate Similarity	0.7619	NPC192135
Intermediate Similarity	0.7619	NPC66341
Intermediate Similarity	0.7619	NPC477020
Intermediate Similarity	0.7613	NPC163508
Intermediate Similarity	0.7613	NPC173203
Intermediate Similarity	0.7606	NPC260832
Intermediate Similarity	0.7606	NPC135467
Intermediate Similarity	0.7603	NPC236347
Intermediate Similarity	0.7603	NPC323775
Intermediate Similarity	0.76	NPC227719
Intermediate Similarity	0.7586	NPC131747
Intermediate Similarity	0.7586	NPC257682
Intermediate Similarity	0.7586	NPC146355
Intermediate Similarity	0.7582	NPC32630
Intermediate Similarity	0.7568	NPC470747
Intermediate Similarity	0.7566	NPC234952
Intermediate Similarity	0.7566	NPC470733
Intermediate Similarity	0.7564	NPC473108
Intermediate Similarity	0.7564	NPC15659
Intermediate Similarity	0.7564	NPC304894
Intermediate Similarity	0.7564	NPC473845
Intermediate Similarity	0.7551	NPC186889
Intermediate Similarity	0.755	NPC311256
Intermediate Similarity	0.7536	NPC146422
Intermediate Similarity	0.7532	NPC170103
Intermediate Similarity	0.7532	NPC70409
Intermediate Similarity	0.7532	NPC263940
Intermediate Similarity	0.7532	NPC471032
Intermediate Similarity	0.7532	NPC82917
Intermediate Similarity	0.7532	NPC262911
Intermediate Similarity	0.7532	NPC108811
Intermediate Similarity	0.7532	NPC202742
Intermediate Similarity	0.7532	NPC470935
Intermediate Similarity	0.7532	NPC18185
Intermediate Similarity	0.7532	NPC58190
Intermediate Similarity	0.7532	NPC204770
Intermediate Similarity	0.7532	NPC474991
Intermediate Similarity	0.7532	NPC294558
Intermediate Similarity	0.7532	NPC236202
Intermediate Similarity	0.753	NPC90984
Intermediate Similarity	0.7518	NPC16030
Intermediate Similarity	0.7517	NPC140359
Intermediate Similarity	0.7517	NPC13020
Intermediate Similarity	0.7516	NPC2295
Intermediate Similarity	0.7516	NPC477564
Intermediate Similarity	0.7516	NPC299583
Intermediate Similarity	0.7515	NPC1229
Intermediate Similarity	0.75	NPC311293
Intermediate Similarity	0.75	NPC477562
Intermediate Similarity	0.75	NPC148366
Intermediate Similarity	0.75	NPC471064
Intermediate Similarity	0.75	NPC305847
Intermediate Similarity	0.75	NPC69712
Intermediate Similarity	0.75	NPC26240
Intermediate Similarity	0.7484	NPC265075
Intermediate Similarity	0.7484	NPC178054
Intermediate Similarity	0.7484	NPC227516
Intermediate Similarity	0.7484	NPC35216
Intermediate Similarity	0.7484	NPC473876
Intermediate Similarity	0.7484	NPC20757
Intermediate Similarity	0.7483	NPC474453
Intermediate Similarity	0.7469	NPC150670
Intermediate Similarity	0.7468	NPC184613
Intermediate Similarity	0.7468	NPC84786
Intermediate Similarity	0.7468	NPC474640
Intermediate Similarity	0.7468	NPC182249
Intermediate Similarity	0.7468	NPC96576
Intermediate Similarity	0.7468	NPC475757
Intermediate Similarity	0.7467	NPC149379
Intermediate Similarity	0.7465	NPC469609
Intermediate Similarity	0.7457	NPC302449
Intermediate Similarity	0.7455	NPC60186
Intermediate Similarity	0.7453	NPC2745
Intermediate Similarity	0.7442	NPC99179
Intermediate Similarity	0.7438	NPC211561
Intermediate Similarity	0.7434	NPC193026
Intermediate Similarity	0.7434	NPC49603
Intermediate Similarity	0.7434	NPC187616
Intermediate Similarity	0.7434	NPC478085
Intermediate Similarity	0.7432	NPC476536
Intermediate Similarity	0.7425	NPC476573
Intermediate Similarity	0.7425	NPC35627
Intermediate Similarity	0.7425	NPC81247
Intermediate Similarity	0.7419	NPC271494
Intermediate Similarity	0.7419	NPC473591
Intermediate Similarity	0.7419	NPC155192
Intermediate Similarity	0.7419	NPC164743
Intermediate Similarity	0.7413	NPC469644
Intermediate Similarity	0.741	NPC124433
Intermediate Similarity	0.741	NPC293871
Intermediate Similarity	0.7407	NPC325860
Intermediate Similarity	0.7407	NPC157783
Intermediate Similarity	0.7405	NPC272619
Intermediate Similarity	0.7405	NPC286245
Intermediate Similarity	0.7403	NPC211468
Intermediate Similarity	0.7403	NPC219233
Intermediate Similarity	0.7403	NPC170170
Intermediate Similarity	0.74	NPC143483
Intermediate Similarity	0.7397	NPC318777
Intermediate Similarity	0.7391	NPC158784
Intermediate Similarity	0.7391	NPC183380
Intermediate Similarity	0.7391	NPC195561
Intermediate Similarity	0.7391	NPC76213
Intermediate Similarity	0.7391	NPC477612
Intermediate Similarity	0.7391	NPC277669
Intermediate Similarity	0.7389	NPC469630
Intermediate Similarity	0.7389	NPC235557
Intermediate Similarity	0.7386	NPC313081
Intermediate Similarity	0.7386	NPC473413
Intermediate Similarity	0.7383	NPC45774
Intermediate Similarity	0.7383	NPC128208
Intermediate Similarity	0.7383	NPC307050
Intermediate Similarity	0.7383	NPC129570
Intermediate Similarity	0.7383	NPC245826
Intermediate Similarity	0.7383	NPC201069
Intermediate Similarity	0.7383	NPC11258
Intermediate Similarity	0.7383	NPC474178
Intermediate Similarity	0.7383	NPC277458
Intermediate Similarity	0.7383	NPC252307
Intermediate Similarity	0.7383	NPC21867
Intermediate Similarity	0.7383	NPC184733
Intermediate Similarity	0.7383	NPC282703
Intermediate Similarity	0.7381	NPC474931
Intermediate Similarity	0.7381	NPC306555
Intermediate Similarity	0.7381	NPC205421
Intermediate Similarity	0.7381	NPC81218
Intermediate Similarity	0.7381	NPC12053
Intermediate Similarity	0.7381	NPC145832
Intermediate Similarity	0.7381	NPC158376
Intermediate Similarity	0.7381	NPC117188
Intermediate Similarity	0.7379	NPC474115
Intermediate Similarity	0.7375	NPC329836
Intermediate Similarity	0.7375	NPC127046
Intermediate Similarity	0.7372	NPC473612
Intermediate Similarity	0.7368	NPC11060
Intermediate Similarity	0.7368	NPC211352
Intermediate Similarity	0.7365	NPC100414
Intermediate Similarity	0.7365	NPC325294
Intermediate Similarity	0.7365	NPC43000
Intermediate Similarity	0.7365	NPC470724
Intermediate Similarity	0.7365	NPC321822
Intermediate Similarity	0.7362	NPC475227
Intermediate Similarity	0.7362	NPC200645
Intermediate Similarity	0.7362	NPC106669
Intermediate Similarity	0.7358	NPC233980
Intermediate Similarity	0.7355	NPC70682
Intermediate Similarity	0.7355	NPC230124
Intermediate Similarity	0.7355	NPC323123
Intermediate Similarity	0.7355	NPC6300
Intermediate Similarity	0.7355	NPC114171
Intermediate Similarity	0.7355	NPC260741
Intermediate Similarity	0.7351	NPC153019
Intermediate Similarity	0.7351	NPC473047
Intermediate Similarity	0.7346	NPC302915
Intermediate Similarity	0.7346	NPC275027
Intermediate Similarity	0.7343	NPC471671
Intermediate Similarity	0.7342	NPC238216
Intermediate Similarity	0.7342	NPC50250
Intermediate Similarity	0.7342	NPC253015
Intermediate Similarity	0.7342	NPC28440
Intermediate Similarity	0.7342	NPC26045
Intermediate Similarity	0.7342	NPC185388
Intermediate Similarity	0.7342	NPC171932
Intermediate Similarity	0.7342	NPC84684
Intermediate Similarity	0.7342	NPC208994
Intermediate Similarity	0.7342	NPC471065
Intermediate Similarity	0.7341	NPC474507
Intermediate Similarity	0.7338	NPC10737
Intermediate Similarity	0.7338	NPC248727
Intermediate Similarity	0.7338	NPC270456
Intermediate Similarity	0.7338	NPC202846
Intermediate Similarity	0.7338	NPC265433
Intermediate Similarity	0.7338	NPC143139
Intermediate Similarity	0.7338	NPC263367
Intermediate Similarity	0.7338	NPC54743

Drug Structure

NPD4160 OpenBabel08211704332D 28 32 0 0 1 0 0 0 0 0999 V2000 -2.4088 -0.4636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2118 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2646 3.1734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2102 2.8764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9378 2.9146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8029 1.3907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1836 1.5004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4894 1.9486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1924 1.8942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8029 -1.3907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4425 2.4663 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2306 2.9146 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9378 2.6218 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6059 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6059 0.9272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2118 0.9272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8029 -0.4636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.9272 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4088 1.3907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7823 1.2415 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6059 -1.8543 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0147 1.3907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4088 2.3179 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 -2.4088 -1.3907 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6059 -2.7815 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8176 0.9272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3360 2.3179 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 14 1 0 0 0 0 2 16 1 0 0 0 0 3 11 1 0 0 0 0 3 12 1 0 0 0 0 4 11 1 0 0 0 0 4 13 1 0 0 0 0 5 12 1 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 20 1 0 0 0 0 8 12 1 0 0 0 0 8 20 1 0 0 0 0 9 13 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 19 2 0 0 0 0 16 22 1 0 0 0 0 17 10 1 1 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 23 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000118
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	64637
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.20
ALogP	-1.9887
MLogP	3.22
XLogP	3.617
HDA	2
HBD	3
Rotatable Bonds	5
TPSA	75.71
RO5 Violation	0