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 is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	100881
0.1-0.2	105279
0.2-0.3	4806
0.3-0.4	546
0.4-0.5	95
0.5-0.6	83
0.6-0.7	32
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC226066
High Similarity	1.0	NPC564400
High Similarity	1.0	NPC611615
Intermediate Similarity	0.7872	NPC228978
Intermediate Similarity	0.7872	NPC320730
Intermediate Similarity	0.7872	NPC600770
Intermediate Similarity	0.7872	NPC611873
Remote Similarity	0.6512	NPC22019
Remote Similarity	0.6512	NPC281986
Remote Similarity	0.6512	NPC328240
Remote Similarity	0.6512	NPC608491
Remote Similarity	0.65	NPC17810
Remote Similarity	0.65	NPC104168
Remote Similarity	0.65	NPC45489
Remote Similarity	0.65	NPC205394
Remote Similarity	0.65	NPC519835
Remote Similarity	0.65	NPC606095
Remote Similarity	0.65	NPC611666
Remote Similarity	0.6383	NPC507044
Remote Similarity	0.6383	NPC529987
Remote Similarity	0.6383	NPC563107
Remote Similarity	0.6364	NPC493679
Remote Similarity	0.6364	NPC582361
Remote Similarity	0.6341	NPC67149
Remote Similarity	0.6341	NPC505989
Remote Similarity	0.6222	NPC113289
Remote Similarity	0.6222	NPC106603
Remote Similarity	0.6222	NPC248404
Remote Similarity	0.6222	NPC495737
Remote Similarity	0.6222	NPC531201
Remote Similarity	0.6222	NPC544207
Remote Similarity	0.6222	NPC547497
Remote Similarity	0.6222	NPC550993
Remote Similarity	0.6222	NPC553630
Remote Similarity	0.6222	NPC573796
Remote Similarity	0.6222	NPC578984
Remote Similarity	0.6042	NPC528116
Remote Similarity	0.6	NPC327445
Remote Similarity	0.6	NPC497002
Remote Similarity	0.5909	NPC540572
Remote Similarity	0.5745	NPC567686
Remote Similarity	0.5714	NPC44155
Remote Similarity	0.5714	NPC191407
Remote Similarity	0.5714	NPC563781
Remote Similarity	0.566	NPC499127
Remote Similarity	0.5652	NPC55412
Remote Similarity	0.5652	NPC249645
Remote Similarity	0.5652	NPC250034
Remote Similarity	0.5652	NPC319251
Remote Similarity	0.5652	NPC506962
Remote Similarity	0.5652	NPC570331
Remote Similarity	0.5652	NPC611871
Remote Similarity	0.5625	NPC204433
Remote Similarity	0.5625	NPC494143
Remote Similarity	0.5625	NPC500057
Remote Similarity	0.56	NPC20537
Remote Similarity	0.56	NPC499012
Remote Similarity	0.56	NPC573148
Remote Similarity	0.5532	NPC531568
Remote Similarity	0.5532	NPC578375
Remote Similarity	0.5532	NPC582373
Remote Similarity	0.551	NPC278430
Remote Similarity	0.551	NPC164487
Remote Similarity	0.551	NPC2660
Remote Similarity	0.551	NPC117733
Remote Similarity	0.551	NPC55681
Remote Similarity	0.551	NPC510171
Remote Similarity	0.551	NPC517816
Remote Similarity	0.549	NPC284192
Remote Similarity	0.549	NPC512116
Remote Similarity	0.549	NPC529782
Remote Similarity	0.549	NPC596521
Remote Similarity	0.549	NPC598418
Remote Similarity	0.5472	NPC141403
Remote Similarity	0.5472	NPC87454
Remote Similarity	0.5472	NPC531795
Remote Similarity	0.5417	NPC559834
Remote Similarity	0.5417	NPC573989
Remote Similarity	0.537	NPC528848
Remote Similarity	0.5312	NPC323117
Remote Similarity	0.5306	NPC268613
Remote Similarity	0.5306	NPC317176
Remote Similarity	0.5306	NPC267296
Remote Similarity	0.5306	NPC497575
Remote Similarity	0.5306	NPC509058
Remote Similarity	0.5306	NPC590325
Remote Similarity	0.5294	NPC64381
Remote Similarity	0.5294	NPC279865
Remote Similarity	0.5294	NPC325939
Remote Similarity	0.5283	NPC516537
Remote Similarity	0.5263	NPC310648
Remote Similarity	0.5263	NPC507741
Remote Similarity	0.5263	NPC519744
Remote Similarity	0.5263	NPC547397
Remote Similarity	0.52	NPC329416
Remote Similarity	0.52	NPC317025
Remote Similarity	0.52	NPC326645
Remote Similarity	0.52	NPC317177
Remote Similarity	0.52	NPC607228
Remote Similarity	0.52	NPC608474
Remote Similarity	0.52	NPC611716
Remote Similarity	0.52	NPC611761
Remote Similarity	0.5192	NPC254886
Remote Similarity	0.5192	NPC512807
Remote Similarity	0.5192	NPC516698
Remote Similarity	0.5192	NPC526701
Remote Similarity	0.5192	NPC584261
Remote Similarity	0.5185	NPC75236
Remote Similarity	0.5185	NPC2584
Remote Similarity	0.5185	NPC491676
Remote Similarity	0.5185	NPC492741
Remote Similarity	0.5185	NPC512583
Remote Similarity	0.5185	NPC531082
Remote Similarity	0.5102	NPC16656
Remote Similarity	0.5098	NPC298938
Remote Similarity	0.5098	NPC491728
Remote Similarity	0.5098	NPC541670
Remote Similarity	0.5098	NPC546470
Remote Similarity	0.5098	NPC552756
Remote Similarity	0.5098	NPC558803
Remote Similarity	0.5098	NPC566804
Remote Similarity	0.5091	NPC560854

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