NPASS drugs

Drug Information

Drug ID:	NPD4691
Drug Name:
Molecular Formula:	C21H28O2
Canonical SMILES:	C/C=C1/C(=O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
Standard InCHI:	"InChI=1S/C21H28O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4,11,15,17-18H,5-10,12H2,1-3H3/b16-4-/t15-,17+,18+,20+,21-/m1/s1"
Standard InCHIKey:	WDXRGPWQVHZTQJ-AUKWTSKRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4691

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	99152
0.1-0.2	105155
0.2-0.3	6855
0.3-0.4	346
0.4-0.5	106
0.5-0.6	86
0.6-0.7	24
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	5

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	NPC2634
High Similarity	1.0	NPC265782
High Similarity	1.0	NPC251929
High Similarity	1.0	NPC602275
High Similarity	1.0	NPC602360
Intermediate Similarity	0.72	NPC134185
Remote Similarity	0.6471	NPC72209
Remote Similarity	0.6346	NPC504456
Remote Similarity	0.6327	NPC139397
Remote Similarity	0.6327	NPC13033
Remote Similarity	0.6327	NPC329007
Remote Similarity	0.6327	NPC509711
Remote Similarity	0.6327	NPC551622
Remote Similarity	0.6327	NPC605268
Remote Similarity	0.62	NPC218423
Remote Similarity	0.62	NPC599817
Remote Similarity	0.62	NPC133072
Remote Similarity	0.62	NPC321874
Remote Similarity	0.62	NPC509815
Remote Similarity	0.62	NPC527452
Remote Similarity	0.62	NPC532471
Remote Similarity	0.62	NPC601662
Remote Similarity	0.6154	NPC282593
Remote Similarity	0.6154	NPC57089
Remote Similarity	0.6154	NPC505908
Remote Similarity	0.6154	NPC546200
Remote Similarity	0.6078	NPC319002
Remote Similarity	0.6078	NPC67806
Remote Similarity	0.6078	NPC491765
Remote Similarity	0.6	NPC183865
Remote Similarity	0.5962	NPC12588
Remote Similarity	0.5962	NPC518609
Remote Similarity	0.5962	NPC560698
Remote Similarity	0.5849	NPC214043
Remote Similarity	0.5849	NPC227064
Remote Similarity	0.5849	NPC85774
Remote Similarity	0.5849	NPC329043
Remote Similarity	0.5849	NPC58841
Remote Similarity	0.5849	NPC318475
Remote Similarity	0.5849	NPC161423
Remote Similarity	0.5849	NPC590976
Remote Similarity	0.5849	NPC612051
Remote Similarity	0.5818	NPC303613
Remote Similarity	0.5818	NPC494315
Remote Similarity	0.5818	NPC513165
Remote Similarity	0.5741	NPC162534
Remote Similarity	0.5741	NPC189406
Remote Similarity	0.5741	NPC35734
Remote Similarity	0.5741	NPC144258
Remote Similarity	0.5741	NPC159577
Remote Similarity	0.5741	NPC321246
Remote Similarity	0.5741	NPC62928
Remote Similarity	0.5741	NPC115023
Remote Similarity	0.5741	NPC327115
Remote Similarity	0.5741	NPC57059
Remote Similarity	0.5741	NPC602429
Remote Similarity	0.5741	NPC522433
Remote Similarity	0.5741	NPC526332
Remote Similarity	0.5741	NPC572740
Remote Similarity	0.5741	NPC602593
Remote Similarity	0.5741	NPC611417
Remote Similarity	0.5636	NPC122242
Remote Similarity	0.5636	NPC149203
Remote Similarity	0.5636	NPC172864
Remote Similarity	0.5636	NPC304212
Remote Similarity	0.5636	NPC237712
Remote Similarity	0.5636	NPC106675
Remote Similarity	0.5636	NPC496900
Remote Similarity	0.5636	NPC504908
Remote Similarity	0.5636	NPC571406
Remote Similarity	0.5636	NPC605366
Remote Similarity	0.5536	NPC155481
Remote Similarity	0.5536	NPC122470
Remote Similarity	0.5536	NPC249312
Remote Similarity	0.5536	NPC323765
Remote Similarity	0.5536	NPC566459
Remote Similarity	0.5517	NPC181197
Remote Similarity	0.5439	NPC310010
Remote Similarity	0.5439	NPC326627
Remote Similarity	0.5439	NPC573154
Remote Similarity	0.5439	NPC573598
Remote Similarity	0.5439	NPC594918
Remote Similarity	0.5439	NPC600483
Remote Similarity	0.537	NPC534154
Remote Similarity	0.537	NPC592134
Remote Similarity	0.5357	NPC244335
Remote Similarity	0.5357	NPC190052
Remote Similarity	0.5357	NPC500603
Remote Similarity	0.5345	NPC219852
Remote Similarity	0.5345	NPC499755
Remote Similarity	0.5345	NPC551432
Remote Similarity	0.5254	NPC211433
Remote Similarity	0.5254	NPC204237
Remote Similarity	0.5254	NPC322676
Remote Similarity	0.5254	NPC234158
Remote Similarity	0.5254	NPC204792
Remote Similarity	0.5254	NPC516706
Remote Similarity	0.5254	NPC558860
Remote Similarity	0.5254	NPC571213
Remote Similarity	0.5172	NPC119416
Remote Similarity	0.5167	NPC311915
Remote Similarity	0.5167	NPC509426
Remote Similarity	0.5167	NPC572999
Remote Similarity	0.5167	NPC587557
Remote Similarity	0.5091	NPC287624
Remote Similarity	0.5088	NPC51331
Remote Similarity	0.5088	NPC129718
Remote Similarity	0.5088	NPC325463
Remote Similarity	0.5088	NPC498702
Remote Similarity	0.5088	NPC555032
Remote Similarity	0.5082	NPC320514
Remote Similarity	0.5082	NPC506459
Remote Similarity	0.5082	NPC509319
Remote Similarity	0.5082	NPC510711
Remote Similarity	0.5082	NPC564272
Remote Similarity	0.5082	NPC580203

Drug Structure

NPD4691 OpenBabel08211705262D 23 26 0 0 1 0 0 0 0 0999 V2000 -1.7220 1.8436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5148 -0.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8386 1.4506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6773 -2.9025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8389 -2.4188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1904 -1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6765 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3526 -0.9663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8381 0.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3531 -2.9020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -0.9678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5154 -2.4183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1907 -2.4179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8386 -1.4510 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8384 0.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6767 -0.9668 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9673 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6753 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5151 -1.4505 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0568 -2.9176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5414 0.4993 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 4 16 2 0 0 0 0 5 6 1 0 0 0 0 5 13 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 2 0 0 0 0 11 14 1 0 0 0 0 12 18 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 22 2 0 0 0 0 15 6 1 1 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 6 0 0 0 18 21 1 6 0 0 0 19 23 2 0 0 0 0 20 2 1 6 0 0 0 21 3 1 6 0 0 0 M END $$$$

External Identifiers

TTD	DAP001389
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6439929
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.21
ALogP	1.2873
MLogP	3.55
XLogP	4.086
HDA	2
HBD	0
Rotatable Bonds	3
TPSA	34.14
RO5 Violation	0