NPASS drugs

Drug Information

Drug ID:	NPD5953
Drug Name:	L-648051
Molecular Formula:	C24H28O8S
Canonical SMILES:	CCCc1c(OCCCS(=O)(=O)c2ccc(cc2)C(=O)CCC(=O)O)ccc(c1O)C(=O)C
Standard InCHI:	InChI=1S/C24H28O8S/c1-3-5-20-22(12-10-19(16(2)25)24(20)29)32-14-4-15-33(30,31)18-8-6-17(7-9-18)21(26)11-13-23(27)28/h6-10,12,29H,3-5,11,13-15H2,1-2H3,(H,27,28)
Standard InCHIKey:	ZAKKEARLDPTRLX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5953

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	293
0.1-0.2	1432
0.2-0.3	3181
0.3-0.4	7587
0.4-0.5	5789
0.5-0.6	3453
0.6-0.7	4863
0.7-0.8	3945
0.8-0.85	347
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8282	NPC234629
Intermediate Similarity	0.8282	NPC469953
Intermediate Similarity	0.8282	NPC311741
Intermediate Similarity	0.825	NPC124269
Intermediate Similarity	0.8242	NPC39195
Intermediate Similarity	0.8242	NPC266572
Intermediate Similarity	0.8232	NPC154217
Intermediate Similarity	0.8232	NPC470322
Intermediate Similarity	0.8221	NPC175504
Intermediate Similarity	0.8221	NPC91560
Intermediate Similarity	0.8221	NPC75049
Intermediate Similarity	0.8221	NPC106985
Intermediate Similarity	0.8221	NPC39329
Intermediate Similarity	0.8221	NPC143896
Intermediate Similarity	0.8221	NPC150408
Intermediate Similarity	0.8221	NPC164980
Intermediate Similarity	0.8221	NPC169591
Intermediate Similarity	0.8221	NPC221432
Intermediate Similarity	0.8221	NPC257097
Intermediate Similarity	0.8221	NPC166138
Intermediate Similarity	0.8221	NPC68104
Intermediate Similarity	0.8221	NPC310130
Intermediate Similarity	0.8221	NPC149026
Intermediate Similarity	0.8221	NPC18585
Intermediate Similarity	0.821	NPC55832
Intermediate Similarity	0.821	NPC52789
Intermediate Similarity	0.821	NPC110969
Intermediate Similarity	0.821	NPC3188
Intermediate Similarity	0.821	NPC26051
Intermediate Similarity	0.821	NPC268204
Intermediate Similarity	0.8199	NPC477956
Intermediate Similarity	0.8193	NPC317492
Intermediate Similarity	0.8187	NPC472419
Intermediate Similarity	0.8187	NPC188879
Intermediate Similarity	0.8182	NPC104406
Intermediate Similarity	0.8182	NPC79469
Intermediate Similarity	0.8182	NPC97716
Intermediate Similarity	0.8182	NPC201731
Intermediate Similarity	0.8182	NPC24673
Intermediate Similarity	0.8182	NPC237635
Intermediate Similarity	0.8182	NPC308200
Intermediate Similarity	0.8171	NPC209040
Intermediate Similarity	0.8171	NPC236766
Intermediate Similarity	0.8171	NPC197252
Intermediate Similarity	0.8171	NPC473013
Intermediate Similarity	0.8171	NPC196137
Intermediate Similarity	0.8171	NPC1886
Intermediate Similarity	0.8171	NPC473015
Intermediate Similarity	0.8171	NPC271288
Intermediate Similarity	0.816	NPC220998
Intermediate Similarity	0.816	NPC306829
Intermediate Similarity	0.816	NPC1089
Intermediate Similarity	0.816	NPC228504
Intermediate Similarity	0.816	NPC37496
Intermediate Similarity	0.816	NPC36181
Intermediate Similarity	0.816	NPC144499
Intermediate Similarity	0.816	NPC161506
Intermediate Similarity	0.816	NPC148757
Intermediate Similarity	0.816	NPC177354
Intermediate Similarity	0.816	NPC76338
Intermediate Similarity	0.816	NPC324134
Intermediate Similarity	0.816	NPC296917
Intermediate Similarity	0.816	NPC10937
Intermediate Similarity	0.816	NPC107572
Intermediate Similarity	0.816	NPC166482
Intermediate Similarity	0.816	NPC66515
Intermediate Similarity	0.816	NPC32739
Intermediate Similarity	0.816	NPC11561
Intermediate Similarity	0.816	NPC125855
Intermediate Similarity	0.816	NPC78
Intermediate Similarity	0.816	NPC167624
Intermediate Similarity	0.816	NPC227579
Intermediate Similarity	0.816	NPC194432
Intermediate Similarity	0.816	NPC265040
Intermediate Similarity	0.816	NPC328164
Intermediate Similarity	0.816	NPC226636
Intermediate Similarity	0.816	NPC64915
Intermediate Similarity	0.816	NPC324436
Intermediate Similarity	0.816	NPC40833
Intermediate Similarity	0.816	NPC223500
Intermediate Similarity	0.816	NPC166934
Intermediate Similarity	0.816	NPC182852
Intermediate Similarity	0.816	NPC76372
Intermediate Similarity	0.8148	NPC69769
Intermediate Similarity	0.8148	NPC101366
Intermediate Similarity	0.8148	NPC307990
Intermediate Similarity	0.8148	NPC16455
Intermediate Similarity	0.8148	NPC172986
Intermediate Similarity	0.8148	NPC48624
Intermediate Similarity	0.8148	NPC204985
Intermediate Similarity	0.8148	NPC241100
Intermediate Similarity	0.8148	NPC259166
Intermediate Similarity	0.8148	NPC172250
Intermediate Similarity	0.8148	NPC270883
Intermediate Similarity	0.8148	NPC80962
Intermediate Similarity	0.8148	NPC261227
Intermediate Similarity	0.8148	NPC326109
Intermediate Similarity	0.8148	NPC144118
Intermediate Similarity	0.8148	NPC215311
Intermediate Similarity	0.8148	NPC219917
Intermediate Similarity	0.8148	NPC159275
Intermediate Similarity	0.8148	NPC213659
Intermediate Similarity	0.8148	NPC253822
Intermediate Similarity	0.8144	NPC474735
Intermediate Similarity	0.8137	NPC21350
Intermediate Similarity	0.8133	NPC6511
Intermediate Similarity	0.8133	NPC168085
Intermediate Similarity	0.8133	NPC145467
Intermediate Similarity	0.8125	NPC186838
Intermediate Similarity	0.8125	NPC41461
Intermediate Similarity	0.8125	NPC150399
Intermediate Similarity	0.8125	NPC25287
Intermediate Similarity	0.8125	NPC240593
Intermediate Similarity	0.8125	NPC249606
Intermediate Similarity	0.8125	NPC274109
Intermediate Similarity	0.8125	NPC1486
Intermediate Similarity	0.8125	NPC12165
Intermediate Similarity	0.8125	NPC98115
Intermediate Similarity	0.8125	NPC477243
Intermediate Similarity	0.8125	NPC168105
Intermediate Similarity	0.8125	NPC477242
Intermediate Similarity	0.8125	NPC477244
Intermediate Similarity	0.8125	NPC66349
Intermediate Similarity	0.8121	NPC477955
Intermediate Similarity	0.8121	NPC472629
Intermediate Similarity	0.8121	NPC299011
Intermediate Similarity	0.8121	NPC181388
Intermediate Similarity	0.8121	NPC25844
Intermediate Similarity	0.811	NPC87609
Intermediate Similarity	0.811	NPC185276
Intermediate Similarity	0.811	NPC278249
Intermediate Similarity	0.811	NPC214166
Intermediate Similarity	0.811	NPC85162
Intermediate Similarity	0.811	NPC77794
Intermediate Similarity	0.811	NPC94794
Intermediate Similarity	0.811	NPC196459
Intermediate Similarity	0.811	NPC478086
Intermediate Similarity	0.811	NPC107177
Intermediate Similarity	0.811	NPC223812
Intermediate Similarity	0.811	NPC470296
Intermediate Similarity	0.811	NPC316816
Intermediate Similarity	0.811	NPC188632
Intermediate Similarity	0.811	NPC112791
Intermediate Similarity	0.811	NPC81697
Intermediate Similarity	0.811	NPC125894
Intermediate Similarity	0.8107	NPC475895
Intermediate Similarity	0.8098	NPC96408
Intermediate Similarity	0.8098	NPC321980
Intermediate Similarity	0.8098	NPC147688
Intermediate Similarity	0.8098	NPC213322
Intermediate Similarity	0.8098	NPC103362
Intermediate Similarity	0.8098	NPC279650
Intermediate Similarity	0.8098	NPC64908
Intermediate Similarity	0.8098	NPC258630
Intermediate Similarity	0.8098	NPC324386
Intermediate Similarity	0.8098	NPC4743
Intermediate Similarity	0.8098	NPC248372
Intermediate Similarity	0.8098	NPC282300
Intermediate Similarity	0.8098	NPC470087
Intermediate Similarity	0.8098	NPC205006
Intermediate Similarity	0.8098	NPC110038
Intermediate Similarity	0.8098	NPC118840
Intermediate Similarity	0.8098	NPC156190
Intermediate Similarity	0.8098	NPC469404
Intermediate Similarity	0.8098	NPC156590
Intermediate Similarity	0.8098	NPC312391
Intermediate Similarity	0.8098	NPC17170
Intermediate Similarity	0.8098	NPC166689
Intermediate Similarity	0.8098	NPC470089
Intermediate Similarity	0.8095	NPC317715
Intermediate Similarity	0.8095	NPC312549
Intermediate Similarity	0.8095	NPC290671
Intermediate Similarity	0.8095	NPC78835
Intermediate Similarity	0.8095	NPC204561
Intermediate Similarity	0.8095	NPC316960
Intermediate Similarity	0.8095	NPC318424
Intermediate Similarity	0.8095	NPC309512
Intermediate Similarity	0.8095	NPC148945
Intermediate Similarity	0.8095	NPC209142
Intermediate Similarity	0.8086	NPC53181
Intermediate Similarity	0.8086	NPC217186
Intermediate Similarity	0.8086	NPC216978
Intermediate Similarity	0.8086	NPC301217
Intermediate Similarity	0.8086	NPC283429
Intermediate Similarity	0.8086	NPC18260
Intermediate Similarity	0.8086	NPC23257
Intermediate Similarity	0.8086	NPC96565
Intermediate Similarity	0.8086	NPC220062
Intermediate Similarity	0.8086	NPC78913
Intermediate Similarity	0.8086	NPC470211
Intermediate Similarity	0.8086	NPC295384
Intermediate Similarity	0.8086	NPC303633
Intermediate Similarity	0.8086	NPC55018
Intermediate Similarity	0.8084	NPC226644
Intermediate Similarity	0.8084	NPC39929
Intermediate Similarity	0.8084	NPC104236
Intermediate Similarity	0.8084	NPC19238
Intermediate Similarity	0.8084	NPC266499
Intermediate Similarity	0.8084	NPC164205
Intermediate Similarity	0.8084	NPC37226

Drug Structure

NPD5953 OpenBabel08211708292D 35 36 0 0 0 0 0 0 0 0999 V2000 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 16 1 0 0 0 0 3 5 1 0 0 0 0 4 14 1 0 0 0 0 4 15 1 0 0 0 0 5 20 1 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 12 2 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 32 1 0 0 0 0 15 33 1 0 0 0 0 16 19 1 0 0 0 0 16 25 2 0 0 0 0 17 21 1 0 0 0 0 18 33 1 0 0 0 0 19 24 2 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 21 26 2 0 0 0 0 22 32 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 28 34 1 0 0 0 0 29 35 1 0 0 0 0 30 33 2 0 0 0 0 31 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007485
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.15
ALogP	-2.1666
MLogP	3.11
XLogP	3.467
HDA	6
HBD	2
Rotatable Bonds	17
TPSA	143.42
RO5 Violation	1