NPASS drugs

Drug Information

Drug ID:	NPD8035
Drug Name:	Bevirimat
Molecular Formula:	C36H56O6
Canonical SMILES:	O=C(CC(C(=O)O)(C)C)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C
Standard InCHI:	"InChI=1S/C36H56O6/c1-21(2)22-12-17-36(30(40)41)19-18-34(8)23(28(22)36)10-11-25-33(7)15-14-26(42-27(37)20-31(3,4)29(38)39)32(5,6)24(33)13-16-35(25,34)9/h22-26,28H,1,10-20H2,2-9H3,(H,38,39)(H,40,41)/t22-,23+,24-,25+,26-,28+,33-,34+,35+,36-/m0/s1"
Standard InCHIKey:	YJEJKUQEXFSVCJ-WRFMNRASSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8035

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	90593
0.1-0.2	106914
0.2-0.3	12625
0.3-0.4	1208
0.4-0.5	238
0.5-0.6	104
0.6-0.7	43
0.7-0.8	2
0.8-0.85	0
0.85-0.9	3
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	NPC160506
High Similarity	0.8983	NPC4309
High Similarity	0.8983	NPC532684
High Similarity	0.8983	NPC551263
Intermediate Similarity	0.7077	NPC271974
Intermediate Similarity	0.7077	NPC247312
Remote Similarity	0.6765	NPC516108
Remote Similarity	0.6709	NPC248287
Remote Similarity	0.6709	NPC234548
Remote Similarity	0.6667	NPC478841
Remote Similarity	0.6667	NPC488166
Remote Similarity	0.6667	NPC515731
Remote Similarity	0.6571	NPC533818
Remote Similarity	0.6543	NPC8102
Remote Similarity	0.6543	NPC66894
Remote Similarity	0.6447	NPC68117
Remote Similarity	0.6418	NPC31031
Remote Similarity	0.6406	NPC68828
Remote Similarity	0.6377	NPC501107
Remote Similarity	0.6364	NPC192744
Remote Similarity	0.6364	NPC512513
Remote Similarity	0.6364	NPC607951
Remote Similarity	0.6329	NPC534778
Remote Similarity	0.6324	NPC6850
Remote Similarity	0.6324	NPC320281
Remote Similarity	0.6324	NPC201655
Remote Similarity	0.6282	NPC237554
Remote Similarity	0.6282	NPC573244
Remote Similarity	0.6269	NPC175618
Remote Similarity	0.6269	NPC227689
Remote Similarity	0.6269	NPC184705
Remote Similarity	0.6269	NPC277400
Remote Similarity	0.6269	NPC274052
Remote Similarity	0.6269	NPC264317
Remote Similarity	0.6269	NPC294438
Remote Similarity	0.6269	NPC322726
Remote Similarity	0.6269	NPC292870
Remote Similarity	0.6269	NPC282439
Remote Similarity	0.6269	NPC269440
Remote Similarity	0.6269	NPC230463
Remote Similarity	0.6269	NPC123830
Remote Similarity	0.6269	NPC550254
Remote Similarity	0.6269	NPC583201
Remote Similarity	0.6269	NPC611397
Remote Similarity	0.6235	NPC509833
Remote Similarity	0.6234	NPC253557
Remote Similarity	0.6163	NPC205392
Remote Similarity	0.6163	NPC105942
Remote Similarity	0.6163	NPC527869
Remote Similarity	0.5946	NPC518103
Remote Similarity	0.5942	NPC318193
Remote Similarity	0.5942	NPC488164
Remote Similarity	0.5942	NPC84872
Remote Similarity	0.5942	NPC106084
Remote Similarity	0.5942	NPC264005
Remote Similarity	0.5942	NPC534965
Remote Similarity	0.5942	NPC579945
Remote Similarity	0.5942	NPC604434
Remote Similarity	0.5909	NPC246445
Remote Similarity	0.5875	NPC564328
Remote Similarity	0.5833	NPC520730
Remote Similarity	0.5735	NPC257783
Remote Similarity	0.5714	NPC488506
Remote Similarity	0.5714	NPC220498
Remote Similarity	0.5714	NPC321355
Remote Similarity	0.5714	NPC199123
Remote Similarity	0.5714	NPC558087
Remote Similarity	0.5714	NPC604261
Remote Similarity	0.5694	NPC531559
Remote Similarity	0.5676	NPC600907
Remote Similarity	0.5652	NPC50920
Remote Similarity	0.5652	NPC119743
Remote Similarity	0.5647	NPC475138
Remote Similarity	0.5647	NPC555183
Remote Similarity	0.5634	NPC538
Remote Similarity	0.5616	NPC486704
Remote Similarity	0.5556	NPC16377
Remote Similarity	0.5517	NPC51947
Remote Similarity	0.5493	NPC24772
Remote Similarity	0.5493	NPC307122
Remote Similarity	0.5493	NPC191588
Remote Similarity	0.5493	NPC213832
Remote Similarity	0.5493	NPC119386
Remote Similarity	0.5493	NPC280213
Remote Similarity	0.5493	NPC546702
Remote Similarity	0.5479	NPC527287
Remote Similarity	0.5479	NPC601275
Remote Similarity	0.5455	NPC101863
Remote Similarity	0.5455	NPC129786
Remote Similarity	0.5441	NPC305835
Remote Similarity	0.5441	NPC45831
Remote Similarity	0.5441	NPC318374
Remote Similarity	0.5441	NPC36219
Remote Similarity	0.5441	NPC208719
Remote Similarity	0.5441	NPC95428
Remote Similarity	0.5441	NPC228569
Remote Similarity	0.5441	NPC12455
Remote Similarity	0.5441	NPC523410
Remote Similarity	0.5441	NPC596167
Remote Similarity	0.5405	NPC488165
Remote Similarity	0.5405	NPC580776
Remote Similarity	0.5385	NPC329265
Remote Similarity	0.5352	NPC80590
Remote Similarity	0.5342	NPC151191
Remote Similarity	0.5333	NPC608379
Remote Similarity	0.5319	NPC204392
Remote Similarity	0.5294	NPC61370
Remote Similarity	0.5278	NPC211162
Remote Similarity	0.5278	NPC183374
Remote Similarity	0.5278	NPC318140
Remote Similarity	0.5278	NPC240528
Remote Similarity	0.5278	NPC88520
Remote Similarity	0.5278	NPC153480
Remote Similarity	0.5278	NPC47915
Remote Similarity	0.5278	NPC80741
Remote Similarity	0.5278	NPC86775
Remote Similarity	0.5278	NPC159211
Remote Similarity	0.5278	NPC65510
Remote Similarity	0.5278	NPC493897
Remote Similarity	0.5278	NPC544429
Remote Similarity	0.5278	NPC571618
Remote Similarity	0.527	NPC187288
Remote Similarity	0.527	NPC475061
Remote Similarity	0.527	NPC496294
Remote Similarity	0.527	NPC498342
Remote Similarity	0.5244	NPC486709
Remote Similarity	0.5238	NPC88744
Remote Similarity	0.5231	NPC558650
Remote Similarity	0.5211	NPC98270
Remote Similarity	0.5211	NPC592609
Remote Similarity	0.5205	NPC85778
Remote Similarity	0.5205	NPC195395
Remote Similarity	0.52	NPC474728
Remote Similarity	0.5181	NPC230304
Remote Similarity	0.5181	NPC69940
Remote Similarity	0.5155	NPC275668
Remote Similarity	0.5143	NPC596991
Remote Similarity	0.5139	NPC5280
Remote Similarity	0.5139	NPC611062
Remote Similarity	0.5132	NPC96517
Remote Similarity	0.5132	NPC162836
Remote Similarity	0.5072	NPC475509
Remote Similarity	0.5068	NPC291373
Remote Similarity	0.5068	NPC261616
Remote Similarity	0.5068	NPC533797
Remote Similarity	0.5068	NPC603265
Remote Similarity	0.5067	NPC474719
Remote Similarity	0.5067	NPC204991
Remote Similarity	0.5067	NPC178453
Remote Similarity	0.5067	NPC531365
Remote Similarity	0.5067	NPC603143
Remote Similarity	0.5059	NPC486699
Remote Similarity	0.5053	NPC240734

Drug Structure

NPD8035 OpenBabel08211712032D 44 48 0 0 1 0 0 0 0 0999 V2000 -5.7453 -0.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2036 -0.9393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9745 -6.2048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4683 -5.3484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4660 -1.4292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9713 -0.5733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0259 -1.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8777 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6521 -0.9544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8258 -1.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1301 1.4292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6512 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6525 -2.8604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8265 -2.3841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8255 0.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3052 1.9064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8266 1.4301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6529 1.9068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4791 -4.3604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8038 -0.1985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1298 0.4758 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6523 -0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6515 -0.9535 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9539 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4780 -2.3832 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3350 -3.8656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4786 0.4763 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6238 -5.8437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4792 2.3830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4797 -5.3490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4775 -1.4297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8260 -1.4307 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8263 0.4767 0.0000 C 0 0 1 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 -2.4789 1.4296 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1914 -4.3594 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7674 -5.3499 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6244 -6.8323 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5726 2.6778 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1879 3.0207 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3344 -2.8770 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7685 -7.3271 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9899 3.9533 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 2 0 0 0 0 2 21 1 0 0 0 0 3 31 1 0 0 0 0 4 31 1 0 0 0 0 5 32 1 0 0 0 0 6 32 1 0 0 0 0 8 34 1 0 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 25 1 0 0 0 0 12 17 1 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 14 26 1 0 0 0 0 15 33 1 0 0 0 0 16 35 1 0 0 0 0 17 36 1 0 0 0 0 18 19 1 0 0 0 0 18 34 1 0 0 0 0 19 36 1 0 0 0 0 20 27 1 0 0 0 0 20 31 1 0 0 0 0 22 21 1 6 0 0 0 22 28 1 0 0 0 0 23 28 1 0 0 0 0 23 34 1 6 0 0 0 24 32 1 0 0 0 0 24 33 1 1 0 0 0 25 33 1 1 0 0 0 25 35 1 0 0 0 0 26 32 1 0 0 0 0 26 42 1 1 0 0 0 27 37 2 0 0 0 0 27 42 1 0 0 0 0 28 36 1 1 0 0 0 29 31 1 0 0 0 0 29 38 2 0 0 0 0 29 39 1 0 0 0 0 30 40 2 0 0 0 0 30 41 1 0 0 0 0 33 7 1 1 0 0 0 34 35 1 1 0 0 0 35 9 1 1 0 0 0 36 30 1 1 0 0 0 39 43 1 0 0 0 0 41 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009821
DrugBank	DB06581
ChEMBL	CHEMBL404519
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI	65484
CAS Number	174022-42-5

Drug Properties

Molecular Weight	584.41
ALogP	3.4279
MLogP	4.76
XLogP	10.011
HDA	6
HBD	2
Rotatable Bonds	17
TPSA	100.9
RO5 Violation	1