NPASS drugs

Drug Information

Drug ID:	NPD4789
Drug Name:	Hydroxydione
Molecular Formula:	C21H32O3
Canonical SMILES:	OCC(=O)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CCC(=O)C2
Standard InCHI:	"InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13,15-18,22H,3-12H2,1-2H3/t13-,15+,16+,17+,18-,20+,21+/m1/s1"
Standard InCHIKey:	USPYDUPOCUYHQL-VEVMSBRDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4789

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	91255
0.1-0.2	110113
0.2-0.3	9577
0.3-0.4	603
0.4-0.5	126
0.5-0.6	28
0.6-0.7	26
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC319629
Intermediate Similarity	0.7857	NPC143597
Intermediate Similarity	0.7857	NPC151464
Intermediate Similarity	0.7143	NPC316922
Intermediate Similarity	0.7143	NPC316587
Remote Similarity	0.6739	NPC44586
Remote Similarity	0.6739	NPC519329
Remote Similarity	0.6667	NPC33906
Remote Similarity	0.6667	NPC542162
Remote Similarity	0.6531	NPC254340
Remote Similarity	0.6531	NPC602630
Remote Similarity	0.6383	NPC96051
Remote Similarity	0.6327	NPC151389
Remote Similarity	0.6327	NPC573621
Remote Similarity	0.6327	NPC589117
Remote Similarity	0.6275	NPC590086
Remote Similarity	0.625	NPC224201
Remote Similarity	0.625	NPC199315
Remote Similarity	0.6226	NPC326288
Remote Similarity	0.62	NPC50726
Remote Similarity	0.62	NPC266402
Remote Similarity	0.62	NPC495340
Remote Similarity	0.6122	NPC184819
Remote Similarity	0.6122	NPC199112
Remote Similarity	0.6122	NPC507023
Remote Similarity	0.6	NPC324607
Remote Similarity	0.6	NPC56372
Remote Similarity	0.6	NPC321732
Remote Similarity	0.6	NPC216472
Remote Similarity	0.6	NPC187953
Remote Similarity	0.6	NPC599778
Remote Similarity	0.5882	NPC309318
Remote Similarity	0.5882	NPC28952
Remote Similarity	0.5882	NPC248549
Remote Similarity	0.5833	NPC288296
Remote Similarity	0.5833	NPC53245
Remote Similarity	0.5833	NPC606899
Remote Similarity	0.5769	NPC24344
Remote Similarity	0.5614	NPC576106
Remote Similarity	0.5536	NPC547276
Remote Similarity	0.5439	NPC511856
Remote Similarity	0.5294	NPC320549
Remote Similarity	0.5294	NPC156277
Remote Similarity	0.5294	NPC326136
Remote Similarity	0.5294	NPC58057
Remote Similarity	0.5294	NPC151018
Remote Similarity	0.5294	NPC608270
Remote Similarity	0.5294	NPC609574
Remote Similarity	0.5294	NPC611848
Remote Similarity	0.5283	NPC133115
Remote Similarity	0.5283	NPC505223
Remote Similarity	0.52	NPC544353
Remote Similarity	0.5179	NPC122242
Remote Similarity	0.5179	NPC237712
Remote Similarity	0.5179	NPC605366
Remote Similarity	0.5167	NPC596190
Remote Similarity	0.5161	NPC507018
Remote Similarity	0.5161	NPC536747
Remote Similarity	0.5091	NPC76360

Drug Structure

NPD4789 OpenBabel08211705272D 25 28 0 0 1 0 0 0 0 0999 V2000 2.5235 -0.4490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6831 -2.9125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8418 -2.4272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6808 -0.9711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6811 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2048 -1.4550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6822 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3642 -0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8410 0.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3647 -2.9121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0807 1.7559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5241 -2.4267 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2051 -2.4262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8415 -1.4560 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9706 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6825 -0.9701 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8413 0.4854 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8418 1.4556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 -1.4555 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2819 2.7051 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0770 -2.9291 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5632 2.1044 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2044 3.0054 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 4 1 0 0 0 0 3 13 1 0 0 0 0 5 6 1 0 0 0 0 5 16 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 12 22 1 0 0 0 0 13 20 1 1 0 0 0 14 23 2 0 0 0 0 15 4 1 1 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 6 0 0 0 17 20 1 6 0 0 0 18 19 1 0 0 0 0 18 21 1 6 0 0 0 19 24 2 0 0 0 0 20 1 1 6 0 0 0 21 2 1 6 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08956
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI	86384
CAS Number	303-01-5

Drug Properties

Molecular Weight	332.24
ALogP	0.0016
MLogP	3.44
XLogP	4.652
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	54.37
RO5 Violation	0