NPASS drugs

Drug Information

Drug ID:	NPD4747
Drug Name:	Progesterone
Molecular Formula:	C21H30O2
Canonical SMILES:	O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
Standard InCHI:	"InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1"
Standard InCHIKey:	RJKFOVLPORLFTN-LEKSSAKUSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4747

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	86016
0.1-0.2	112405
0.2-0.3	12061
0.3-0.4	880
0.4-0.5	213
0.5-0.6	57
0.6-0.7	45
0.7-0.8	31
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	7

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	NPC218423
High Similarity	1.0	NPC599817
High Similarity	1.0	NPC133072
High Similarity	1.0	NPC321874
High Similarity	1.0	NPC509815
High Similarity	1.0	NPC532471
High Similarity	1.0	NPC601662
Intermediate Similarity	0.8182	NPC527452
Intermediate Similarity	0.8085	NPC122242
Intermediate Similarity	0.8085	NPC237712
Intermediate Similarity	0.8085	NPC605366
Intermediate Similarity	0.7955	NPC551622
Intermediate Similarity	0.7609	NPC319002
Intermediate Similarity	0.7609	NPC67806
Intermediate Similarity	0.7609	NPC491765
Intermediate Similarity	0.7447	NPC12588
Intermediate Similarity	0.7447	NPC518609
Intermediate Similarity	0.7447	NPC560698
Intermediate Similarity	0.7292	NPC214043
Intermediate Similarity	0.7292	NPC85774
Intermediate Similarity	0.7292	NPC282593
Intermediate Similarity	0.7292	NPC57089
Intermediate Similarity	0.7292	NPC505908
Intermediate Similarity	0.7292	NPC546200
Intermediate Similarity	0.7143	NPC162534
Intermediate Similarity	0.7143	NPC189406
Intermediate Similarity	0.7143	NPC35734
Intermediate Similarity	0.7143	NPC159577
Intermediate Similarity	0.7143	NPC321246
Intermediate Similarity	0.7143	NPC62928
Intermediate Similarity	0.7143	NPC115023
Intermediate Similarity	0.7143	NPC57059
Intermediate Similarity	0.7143	NPC602429
Intermediate Similarity	0.7143	NPC526332
Intermediate Similarity	0.7143	NPC572740
Intermediate Similarity	0.7083	NPC577869
Intermediate Similarity	0.7	NPC149203
Intermediate Similarity	0.7	NPC172864
Intermediate Similarity	0.7	NPC304212
Intermediate Similarity	0.7	NPC496900
Intermediate Similarity	0.7	NPC504908
Intermediate Similarity	0.7	NPC571406
Remote Similarity	0.6863	NPC155481
Remote Similarity	0.6863	NPC122470
Remote Similarity	0.6863	NPC249312
Remote Similarity	0.6863	NPC566459
Remote Similarity	0.68	NPC522433
Remote Similarity	0.6731	NPC573154
Remote Similarity	0.6731	NPC573598
Remote Similarity	0.6667	NPC328539
Remote Similarity	0.6604	NPC219852
Remote Similarity	0.6604	NPC499755
Remote Similarity	0.6604	NPC551432
Remote Similarity	0.6481	NPC211433
Remote Similarity	0.6481	NPC181197
Remote Similarity	0.6481	NPC204237
Remote Similarity	0.6481	NPC234158
Remote Similarity	0.6481	NPC204792
Remote Similarity	0.6481	NPC516706
Remote Similarity	0.6481	NPC558860
Remote Similarity	0.6481	NPC571213
Remote Similarity	0.6458	NPC139397
Remote Similarity	0.6458	NPC13033
Remote Similarity	0.6458	NPC329007
Remote Similarity	0.6458	NPC509711
Remote Similarity	0.6458	NPC605268
Remote Similarity	0.6364	NPC311915
Remote Similarity	0.6364	NPC509426
Remote Similarity	0.6364	NPC587557
Remote Similarity	0.6275	NPC590976
Remote Similarity	0.625	NPC320514
Remote Similarity	0.625	NPC506459
Remote Similarity	0.625	NPC509319
Remote Similarity	0.625	NPC510711
Remote Similarity	0.625	NPC564272
Remote Similarity	0.625	NPC580203
Remote Similarity	0.62	NPC2634
Remote Similarity	0.62	NPC265782
Remote Similarity	0.62	NPC251929
Remote Similarity	0.62	NPC602275
Remote Similarity	0.62	NPC602360
Remote Similarity	0.6038	NPC244335
Remote Similarity	0.6038	NPC190052
Remote Similarity	0.6038	NPC134185
Remote Similarity	0.6038	NPC500603
Remote Similarity	0.6034	NPC517198
Remote Similarity	0.6034	NPC541305
Remote Similarity	0.5962	NPC227064
Remote Similarity	0.5962	NPC329043
Remote Similarity	0.5962	NPC58841
Remote Similarity	0.5962	NPC318475
Remote Similarity	0.5962	NPC161423
Remote Similarity	0.5962	NPC612051
Remote Similarity	0.5926	NPC323765
Remote Similarity	0.5849	NPC144258
Remote Similarity	0.5849	NPC327115
Remote Similarity	0.5849	NPC504456
Remote Similarity	0.5849	NPC602593
Remote Similarity	0.5849	NPC611417
Remote Similarity	0.5833	NPC128074
Remote Similarity	0.5818	NPC183865
Remote Similarity	0.5818	NPC176961
Remote Similarity	0.5818	NPC325154
Remote Similarity	0.5818	NPC209240
Remote Similarity	0.5818	NPC594918
Remote Similarity	0.5789	NPC572999
Remote Similarity	0.5741	NPC106675
Remote Similarity	0.5714	NPC185936
Remote Similarity	0.5714	NPC168027
Remote Similarity	0.5714	NPC611230
Remote Similarity	0.5593	NPC211310
Remote Similarity	0.5556	NPC521936
Remote Similarity	0.5536	NPC310010
Remote Similarity	0.5536	NPC326627
Remote Similarity	0.5536	NPC600483
Remote Similarity	0.55	NPC477943
Remote Similarity	0.55	NPC491678
Remote Similarity	0.5484	NPC187159
Remote Similarity	0.5472	NPC287624
Remote Similarity	0.5397	NPC538960
Remote Similarity	0.5397	NPC553993
Remote Similarity	0.5397	NPC596398
Remote Similarity	0.5357	NPC303613
Remote Similarity	0.5357	NPC494315
Remote Similarity	0.5357	NPC513165
Remote Similarity	0.5357	NPC530660
Remote Similarity	0.5345	NPC322676
Remote Similarity	0.5333	NPC305039
Remote Similarity	0.5333	NPC291149
Remote Similarity	0.5333	NPC611589
Remote Similarity	0.5333	NPC612001
Remote Similarity	0.5263	NPC552076
Remote Similarity	0.5263	NPC588453
Remote Similarity	0.5185	NPC534154
Remote Similarity	0.5185	NPC592134
Remote Similarity	0.5172	NPC469948
Remote Similarity	0.5167	NPC598047
Remote Similarity	0.5156	NPC500844
Remote Similarity	0.5156	NPC545685
Remote Similarity	0.5091	NPC35842
Remote Similarity	0.5091	NPC583960
Remote Similarity	0.5088	NPC11681
Remote Similarity	0.5085	NPC320814
Remote Similarity	0.5082	NPC500409

Drug Structure

NPD4747 OpenBabel08211705272D 23 26 0 0 1 0 0 0 0 0999 V2000 -2.7893 3.6883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5187 2.4568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8389 -1.4540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6784 -0.9696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1959 1.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1957 0.4834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6775 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 1.4529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8386 0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6792 1.9372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8392 -1.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3582 2.9049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -0.9691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6778 -0.9687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6787 -0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3579 1.9367 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5182 0.4839 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8395 0.4843 0.0000 C 0 0 1 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 -2.5184 1.4524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3211 3.0058 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5439 -1.4684 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 6 7 1 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 13 22 2 0 0 0 0 14 20 1 0 0 0 0 15 23 2 0 0 0 0 16 5 1 1 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 6 0 0 0 18 21 1 6 0 0 0 19 20 1 6 0 0 0 20 2 1 6 0 0 0 21 3 1 6 0 0 0 M END $$$$

External Identifiers

TTD	DIB005011; DAP000549
DrugBank	DB00396
ChEMBL	CHEMBL103
IUPHAR/BPS	2377
PharmaGKB	PA451123
KEGG Drug	D00066
PubChem CID	5994
ChEBI	17026
CAS Number	57-83-0

Drug Properties

Molecular Weight	314.22
ALogP	0.9172
MLogP	3.55
XLogP	4.826
HDA	2
HBD	0
Rotatable Bonds	4
TPSA	34.14
RO5 Violation	0