NPASS drugs

Drug Information

Drug ID:	NPD5325
Drug Name:
Molecular Formula:	C22H32O2
Canonical SMILES:	CC(=O)OC/C=C(/C=CC=C(/C=C/C1=C(C)CCCC1(C)C)C)C
Standard InCHI:	InChI=1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7-,13-12+,17-9-,18-14+
Standard InCHIKey:	QGNJRVVDBSJHIZ-VNKKCGBASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5325

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	82
0.1-0.2	796
0.2-0.3	4678
0.3-0.4	13076
0.4-0.5	6722
0.5-0.6	4585
0.6-0.7	853
0.7-0.8	84
0.8-0.85	10
0.85-0.9	3
0.9-0.95	0
0.95-1	1

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	1.0	NPC226066
High Similarity	0.873	NPC329698
High Similarity	0.8551	NPC228978
High Similarity	0.85	NPC96663
Intermediate Similarity	0.8125	NPC326645
Intermediate Similarity	0.8125	NPC329416
Intermediate Similarity	0.8125	NPC317025
Intermediate Similarity	0.8125	NPC317177
Intermediate Similarity	0.8116	NPC181587
Intermediate Similarity	0.8116	NPC257618
Intermediate Similarity	0.8	NPC476490
Intermediate Similarity	0.8	NPC16349
Intermediate Similarity	0.8	NPC222244
Intermediate Similarity	0.8	NPC476489
Intermediate Similarity	0.7917	NPC4509
Intermediate Similarity	0.791	NPC185587
Intermediate Similarity	0.7879	NPC34883
Intermediate Similarity	0.7794	NPC254886
Intermediate Similarity	0.7763	NPC324170
Intermediate Similarity	0.7746	NPC276336
Intermediate Similarity	0.7671	NPC27205
Intermediate Similarity	0.7619	NPC249645
Intermediate Similarity	0.7619	NPC55412
Intermediate Similarity	0.7581	NPC269615
Intermediate Similarity	0.7568	NPC262747
Intermediate Similarity	0.7568	NPC473756
Intermediate Similarity	0.7541	NPC106531
Intermediate Similarity	0.7532	NPC268122
Intermediate Similarity	0.75	NPC321568
Intermediate Similarity	0.75	NPC281986
Intermediate Similarity	0.75	NPC22019
Intermediate Similarity	0.75	NPC268827
Intermediate Similarity	0.75	NPC208749
Intermediate Similarity	0.7467	NPC474816
Intermediate Similarity	0.7467	NPC474005
Intermediate Similarity	0.7467	NPC209135
Intermediate Similarity	0.7465	NPC469660
Intermediate Similarity	0.7436	NPC118423
Intermediate Similarity	0.7424	NPC19241
Intermediate Similarity	0.7375	NPC211892
Intermediate Similarity	0.7368	NPC242767
Intermediate Similarity	0.7368	NPC471299
Intermediate Similarity	0.7342	NPC470800
Intermediate Similarity	0.7308	NPC16321
Intermediate Similarity	0.7308	NPC94200
Intermediate Similarity	0.7297	NPC65650
Intermediate Similarity	0.7288	NPC197467
Intermediate Similarity	0.7286	NPC472266
Intermediate Similarity	0.7273	NPC233332
Intermediate Similarity	0.725	NPC329630
Intermediate Similarity	0.7246	NPC182794
Intermediate Similarity	0.7237	NPC105197
Intermediate Similarity	0.7237	NPC471220
Intermediate Similarity	0.7222	NPC64234
Intermediate Similarity	0.7222	NPC37929
Intermediate Similarity	0.7215	NPC474809
Intermediate Similarity	0.7206	NPC210303
Intermediate Similarity	0.7206	NPC179087
Intermediate Similarity	0.7206	NPC155849
Intermediate Similarity	0.7206	NPC44343
Intermediate Similarity	0.7179	NPC25554
Intermediate Similarity	0.7179	NPC475944
Intermediate Similarity	0.7164	NPC299730
Intermediate Similarity	0.7164	NPC127824
Intermediate Similarity	0.716	NPC168248
Intermediate Similarity	0.7143	NPC158565
Intermediate Similarity	0.7143	NPC191233
Intermediate Similarity	0.7143	NPC242945
Intermediate Similarity	0.7143	NPC259156
Intermediate Similarity	0.7143	NPC190211
Intermediate Similarity	0.7125	NPC471301
Intermediate Similarity	0.7119	NPC26600
Intermediate Similarity	0.7119	NPC47946
Intermediate Similarity	0.7108	NPC284561
Intermediate Similarity	0.7105	NPC473825
Intermediate Similarity	0.7105	NPC54996
Intermediate Similarity	0.7089	NPC471298
Intermediate Similarity	0.7089	NPC471218
Intermediate Similarity	0.7089	NPC323251
Intermediate Similarity	0.7083	NPC232812
Intermediate Similarity	0.7083	NPC269841
Intermediate Similarity	0.7083	NPC101622
Intermediate Similarity	0.7073	NPC125925
Intermediate Similarity	0.7051	NPC469802
Intermediate Similarity	0.7031	NPC478120
Intermediate Similarity	0.7013	NPC184737
Intermediate Similarity	0.7013	NPC4827
Intermediate Similarity	0.7	NPC471297
Intermediate Similarity	0.7	NPC474193
Intermediate Similarity	0.7	NPC23748
Intermediate Similarity	0.7	NPC474976
Intermediate Similarity	0.7	NPC474790
Intermediate Similarity	0.7	NPC107258
Intermediate Similarity	0.7	NPC477124
Intermediate Similarity	0.7	NPC220766
Intermediate Similarity	0.7	NPC49208
Intermediate Similarity	0.7	NPC12283
Intermediate Similarity	0.7	NPC472440
Remote Similarity	0.6988	NPC196407
Remote Similarity	0.6988	NPC24816
Remote Similarity	0.6988	NPC473879
Remote Similarity	0.6986	NPC4299
Remote Similarity	0.6986	NPC329904
Remote Similarity	0.6986	NPC473361
Remote Similarity	0.6974	NPC301525
Remote Similarity	0.697	NPC471277
Remote Similarity	0.697	NPC471279
Remote Similarity	0.6962	NPC14203
Remote Similarity	0.6962	NPC229584
Remote Similarity	0.6957	NPC217940
Remote Similarity	0.6944	NPC276290
Remote Similarity	0.6944	NPC476945
Remote Similarity	0.6933	NPC477204
Remote Similarity	0.6933	NPC306928
Remote Similarity	0.6933	NPC104644
Remote Similarity	0.6933	NPC20025
Remote Similarity	0.6923	NPC471537
Remote Similarity	0.6923	NPC478117
Remote Similarity	0.6914	NPC126518
Remote Similarity	0.6914	NPC474865
Remote Similarity	0.6914	NPC31086
Remote Similarity	0.6905	NPC471654
Remote Similarity	0.6905	NPC474844
Remote Similarity	0.6901	NPC255781
Remote Similarity	0.6892	NPC477084
Remote Similarity	0.6892	NPC472254
Remote Similarity	0.6875	NPC295777
Remote Similarity	0.6875	NPC69898
Remote Similarity	0.6867	NPC199382
Remote Similarity	0.6857	NPC4638
Remote Similarity	0.6857	NPC469723
Remote Similarity	0.6849	NPC470693
Remote Similarity	0.6849	NPC151481
Remote Similarity	0.6842	NPC68624
Remote Similarity	0.6835	NPC269791
Remote Similarity	0.6835	NPC160582
Remote Similarity	0.6835	NPC195424
Remote Similarity	0.6829	NPC474860
Remote Similarity	0.6829	NPC163606
Remote Similarity	0.6829	NPC35933
Remote Similarity	0.6829	NPC471300
Remote Similarity	0.6829	NPC472442
Remote Similarity	0.6806	NPC21998
Remote Similarity	0.6806	NPC225272
Remote Similarity	0.68	NPC135703
Remote Similarity	0.679	NPC42476
Remote Similarity	0.679	NPC30502
Remote Similarity	0.679	NPC469
Remote Similarity	0.679	NPC16488
Remote Similarity	0.679	NPC193198
Remote Similarity	0.6786	NPC471956
Remote Similarity	0.6782	NPC471994
Remote Similarity	0.6782	NPC120351
Remote Similarity	0.6782	NPC88507
Remote Similarity	0.6782	NPC166143
Remote Similarity	0.6774	NPC15912
Remote Similarity	0.6774	NPC135698
Remote Similarity	0.6774	NPC17810
Remote Similarity	0.6765	NPC222852
Remote Similarity	0.6761	NPC133904
Remote Similarity	0.6757	NPC316029
Remote Similarity	0.6753	NPC476317
Remote Similarity	0.6753	NPC899
Remote Similarity	0.6753	NPC40353
Remote Similarity	0.6753	NPC477202
Remote Similarity	0.675	NPC474955
Remote Similarity	0.6747	NPC61527
Remote Similarity	0.6747	NPC118266
Remote Similarity	0.6747	NPC198314
Remote Similarity	0.6747	NPC220478
Remote Similarity	0.6721	NPC128280
Remote Similarity	0.6716	NPC11130
Remote Similarity	0.6716	NPC129150
Remote Similarity	0.6716	NPC294938
Remote Similarity	0.6711	NPC166797
Remote Similarity	0.6711	NPC470686
Remote Similarity	0.6709	NPC325869
Remote Similarity	0.6709	NPC100906
Remote Similarity	0.6707	NPC474359
Remote Similarity	0.6707	NPC318515
Remote Similarity	0.6707	NPC471302
Remote Similarity	0.6707	NPC96055
Remote Similarity	0.6706	NPC177141
Remote Similarity	0.6667	NPC176621
Remote Similarity	0.6667	NPC474913
Remote Similarity	0.6667	NPC471278
Remote Similarity	0.6667	NPC469939
Remote Similarity	0.6667	NPC131329
Remote Similarity	0.6667	NPC316185
Remote Similarity	0.6667	NPC476439
Remote Similarity	0.6667	NPC15910
Remote Similarity	0.6667	NPC242069
Remote Similarity	0.6667	NPC79756
Remote Similarity	0.6667	NPC315394
Remote Similarity	0.6667	NPC289388
Remote Similarity	0.6667	NPC327815
Remote Similarity	0.6667	NPC477203
Remote Similarity	0.6667	NPC200513
Remote Similarity	0.6667	NPC75315
Remote Similarity	0.6667	NPC163016

Drug Structure

NPD5325 OpenBabel08211706322D 24 24 0 0 0 0 0 0 0 0999 V2000 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 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 -5.1962 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 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 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 2.0000 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 -3.4641 5.0000 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 -3.4641 6.0000 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 -4.3301 4.5000 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 -4.3301 7.5000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 19 1 0 0 0 0 4 20 1 0 0 0 0 5 22 1 0 0 0 0 6 22 1 0 0 0 0 7 9 1 0 0 0 0 7 10 2 0 0 0 0 8 11 1 0 0 0 0 8 15 1 0 0 0 0 9 17 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 18 2 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 19 21 2 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000436
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71587102
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.24
ALogP	4.164
MLogP	3.66
XLogP	6.898
HDA	2
HBD	0
Rotatable Bonds	13
TPSA	26.3
RO5 Violation	1