NPASS drugs

Drug Information

Drug ID:	NPD4225
Drug Name:
Molecular Formula:	C20H30O5
Canonical SMILES:	OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C/C=C/1[C@H](O)COC1=O)C
Standard InCHI:	"InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1"
Standard InCHIKey:	BOJKULTULYSRAS-OTESTREVSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4225

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	54898
0.1-0.2	120370
0.2-0.3	34413
0.3-0.4	1756
0.4-0.5	214
0.5-0.6	44
0.6-0.7	29
0.7-0.8	9
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	6

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	NPC159763
High Similarity	1.0	NPC278386
High Similarity	1.0	NPC124512
High Similarity	1.0	NPC563105
High Similarity	1.0	NPC583147
High Similarity	1.0	NPC611437
Intermediate Similarity	0.7679	NPC72845
Intermediate Similarity	0.717	NPC476949
Intermediate Similarity	0.7069	NPC290209
Intermediate Similarity	0.7069	NPC242848
Intermediate Similarity	0.7069	NPC191521
Intermediate Similarity	0.7069	NPC2820
Intermediate Similarity	0.7069	NPC111674
Intermediate Similarity	0.7069	NPC195798
Intermediate Similarity	0.7069	NPC603042
Remote Similarity	0.6964	NPC247945
Remote Similarity	0.6964	NPC79027
Remote Similarity	0.6964	NPC303686
Remote Similarity	0.6964	NPC86449
Remote Similarity	0.6964	NPC495639
Remote Similarity	0.6964	NPC565197
Remote Similarity	0.6935	NPC73911
Remote Similarity	0.6935	NPC130798
Remote Similarity	0.6935	NPC546589
Remote Similarity	0.6842	NPC326176
Remote Similarity	0.6842	NPC139692
Remote Similarity	0.6842	NPC593206
Remote Similarity	0.6792	NPC525681
Remote Similarity	0.6552	NPC131813
Remote Similarity	0.6471	NPC125812
Remote Similarity	0.6471	NPC264153
Remote Similarity	0.6471	NPC514293
Remote Similarity	0.6271	NPC77001
Remote Similarity	0.6271	NPC478375
Remote Similarity	0.6271	NPC157910
Remote Similarity	0.6271	NPC253618
Remote Similarity	0.6271	NPC530119
Remote Similarity	0.6271	NPC585428
Remote Similarity	0.6271	NPC596914
Remote Similarity	0.6212	NPC134459
Remote Similarity	0.6087	NPC105518
Remote Similarity	0.6087	NPC565586
Remote Similarity	0.6032	NPC474740
Remote Similarity	0.6032	NPC549747
Remote Similarity	0.5932	NPC251599
Remote Similarity	0.5902	NPC113955
Remote Similarity	0.5902	NPC152778
Remote Similarity	0.5902	NPC205034
Remote Similarity	0.5902	NPC324344
Remote Similarity	0.5902	NPC7677
Remote Similarity	0.5902	NPC560497
Remote Similarity	0.5902	NPC603057
Remote Similarity	0.5902	NPC610604
Remote Similarity	0.5893	NPC470428
Remote Similarity	0.5893	NPC569341
Remote Similarity	0.5862	NPC488426
Remote Similarity	0.5833	NPC476602
Remote Similarity	0.5833	NPC520276
Remote Similarity	0.5833	NPC583371
Remote Similarity	0.5714	NPC119288
Remote Similarity	0.5694	NPC113552
Remote Similarity	0.5625	NPC475992
Remote Similarity	0.5625	NPC324572
Remote Similarity	0.5625	NPC501133
Remote Similarity	0.5625	NPC566133
Remote Similarity	0.5536	NPC551453
Remote Similarity	0.5536	NPC561984
Remote Similarity	0.5536	NPC592966
Remote Similarity	0.55	NPC608380
Remote Similarity	0.5484	NPC104560
Remote Similarity	0.5469	NPC234993
Remote Similarity	0.5469	NPC134072
Remote Similarity	0.5469	NPC499576
Remote Similarity	0.5469	NPC547009
Remote Similarity	0.5439	NPC309701
Remote Similarity	0.5395	NPC521322
Remote Similarity	0.5385	NPC111991
Remote Similarity	0.5333	NPC474433
Remote Similarity	0.5323	NPC537253
Remote Similarity	0.5312	NPC474440
Remote Similarity	0.5312	NPC322977
Remote Similarity	0.5312	NPC524602
Remote Similarity	0.5238	NPC322085
Remote Similarity	0.5231	NPC16967
Remote Similarity	0.5224	NPC325594
Remote Similarity	0.5156	NPC87378
Remote Similarity	0.5082	NPC514825
Remote Similarity	0.5077	NPC241798

Drug Structure

NPD4225 OpenBabel08211704332D 28 30 0 0 1 0 0 0 0 0999 V2000 1.9487 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 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 5.9128 3.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4128 4.4345 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 2.5873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 1.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 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 5.9128 5.3005 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7044 3.2564 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 1.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 2 0 0 0 0 4 7 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 13 2 0 0 0 0 6 14 1 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 15 1 0 0 0 0 10 25 1 0 0 0 0 11 20 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 6 0 0 0 15 22 1 1 0 0 0 16 19 1 6 0 0 0 16 20 1 0 0 0 0 17 20 1 6 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 2 1 6 0 0 0 20 3 1 1 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	DNAP001442
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5318517
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.21
ALogP	-0.3281
MLogP	3.11
XLogP	2.913
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	86.99
RO5 Violation	0