NPASS drugs

Drug Information

Drug ID:	NPD4800
Drug Name:
Molecular Formula:	C21H33O5
Canonical SMILES:	CC(CC[C@@H]1C(=O)C(=C([C@@]1([O-])C(=O)CCC(C)C)O)C(=O)CC(C)C)C
Standard InCHI:	InChI=1S/C21H33O5/c1-12(2)7-9-15-19(24)18(16(22)11-14(5)6)20(25)21(15,26)17(23)10-8-13(3)4/h12-15,25H,7-11H2,1-6H3/q-1/t15-,21+/m1/s1
Standard InCHIKey:	TUYPHZOJGUFSND-VFNWGFHPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4800

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	126
0.1-0.2	1031
0.2-0.3	4679
0.3-0.4	10173
0.4-0.5	8568
0.5-0.6	5160
0.6-0.7	1106
0.7-0.8	46
0.8-0.85	1
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	0.809	NPC144629
Intermediate Similarity	0.7976	NPC171665
Intermediate Similarity	0.7765	NPC275766
Intermediate Similarity	0.7556	NPC269677
Intermediate Similarity	0.7529	NPC32758
Intermediate Similarity	0.7529	NPC301769
Intermediate Similarity	0.7442	NPC74445
Intermediate Similarity	0.7442	NPC287817
Intermediate Similarity	0.7436	NPC61473
Intermediate Similarity	0.7386	NPC258985
Intermediate Similarity	0.7349	NPC7382
Intermediate Similarity	0.7326	NPC258231
Intermediate Similarity	0.7273	NPC256750
Intermediate Similarity	0.7273	NPC20262
Intermediate Similarity	0.7241	NPC279667
Intermediate Similarity	0.7222	NPC476628
Intermediate Similarity	0.7195	NPC280256
Intermediate Similarity	0.7188	NPC135576
Intermediate Similarity	0.7188	NPC93271
Intermediate Similarity	0.7176	NPC142759
Intermediate Similarity	0.7176	NPC182848
Intermediate Similarity	0.7176	NPC124289
Intermediate Similarity	0.7176	NPC25908
Intermediate Similarity	0.7176	NPC115719
Intermediate Similarity	0.7176	NPC141346
Intermediate Similarity	0.7176	NPC473437
Intermediate Similarity	0.7174	NPC58532
Intermediate Similarity	0.7174	NPC472677
Intermediate Similarity	0.7126	NPC472013
Intermediate Similarity	0.7126	NPC476624
Intermediate Similarity	0.7113	NPC239895
Intermediate Similarity	0.7111	NPC470918
Intermediate Similarity	0.7079	NPC477269
Intermediate Similarity	0.7079	NPC477270
Intermediate Similarity	0.7079	NPC129080
Intermediate Similarity	0.7079	NPC477271
Intermediate Similarity	0.7073	NPC469914
Intermediate Similarity	0.7059	NPC89374
Intermediate Similarity	0.7045	NPC30675
Intermediate Similarity	0.7041	NPC470541
Intermediate Similarity	0.7021	NPC2946
Intermediate Similarity	0.7011	NPC476627
Intermediate Similarity	0.701	NPC472734
Intermediate Similarity	0.701	NPC472733
Intermediate Similarity	0.7	NPC477784
Intermediate Similarity	0.7	NPC477786
Intermediate Similarity	0.7	NPC477785
Remote Similarity	0.6989	NPC143025
Remote Similarity	0.6979	NPC298919
Remote Similarity	0.6979	NPC469819
Remote Similarity	0.6979	NPC114162
Remote Similarity	0.6979	NPC477241
Remote Similarity	0.6977	NPC239758
Remote Similarity	0.6966	NPC472684
Remote Similarity	0.6966	NPC44963
Remote Similarity	0.6947	NPC476705
Remote Similarity	0.6941	NPC206875
Remote Similarity	0.6939	NPC27105
Remote Similarity	0.6939	NPC472731
Remote Similarity	0.6939	NPC472732
Remote Similarity	0.6932	NPC622
Remote Similarity	0.6932	NPC276647
Remote Similarity	0.6915	NPC41217
Remote Similarity	0.6907	NPC91408
Remote Similarity	0.6905	NPC469737
Remote Similarity	0.69	NPC270155
Remote Similarity	0.69	NPC128733
Remote Similarity	0.69	NPC133907
Remote Similarity	0.69	NPC185141
Remote Similarity	0.69	NPC475867
Remote Similarity	0.69	NPC474742
Remote Similarity	0.69	NPC110443
Remote Similarity	0.69	NPC46998
Remote Similarity	0.6897	NPC266124
Remote Similarity	0.6897	NPC472014
Remote Similarity	0.6889	NPC469325
Remote Similarity	0.6882	NPC197333
Remote Similarity	0.6875	NPC469692
Remote Similarity	0.6875	NPC469645
Remote Similarity	0.6869	NPC471330
Remote Similarity	0.6869	NPC99657
Remote Similarity	0.6869	NPC203388
Remote Similarity	0.6869	NPC472730
Remote Similarity	0.6869	NPC471331
Remote Similarity	0.6869	NPC472687
Remote Similarity	0.6869	NPC472729
Remote Similarity	0.6869	NPC153776
Remote Similarity	0.6869	NPC177680
Remote Similarity	0.6867	NPC67608
Remote Similarity	0.686	NPC175079
Remote Similarity	0.686	NPC251435
Remote Similarity	0.6854	NPC138492
Remote Similarity	0.6854	NPC472948
Remote Similarity	0.6854	NPC233352
Remote Similarity	0.6854	NPC824
Remote Similarity	0.6848	NPC125290
Remote Similarity	0.6848	NPC79573
Remote Similarity	0.6837	NPC471463
Remote Similarity	0.6832	NPC70369
Remote Similarity	0.6829	NPC278895
Remote Similarity	0.6829	NPC476626
Remote Similarity	0.6824	NPC300940
Remote Similarity	0.6818	NPC30321
Remote Similarity	0.6818	NPC478122
Remote Similarity	0.6809	NPC476707
Remote Similarity	0.6809	NPC476706
Remote Similarity	0.6809	NPC476708
Remote Similarity	0.6809	NPC474854
Remote Similarity	0.6809	NPC472008
Remote Similarity	0.6804	NPC121825
Remote Similarity	0.6804	NPC65829
Remote Similarity	0.6804	NPC469632
Remote Similarity	0.68	NPC472727
Remote Similarity	0.68	NPC472728
Remote Similarity	0.6778	NPC189237
Remote Similarity	0.6774	NPC261721
Remote Similarity	0.6774	NPC229717
Remote Similarity	0.6771	NPC111114
Remote Similarity	0.6771	NPC261607
Remote Similarity	0.6771	NPC300312
Remote Similarity	0.6768	NPC477267
Remote Similarity	0.6768	NPC472689
Remote Similarity	0.6768	NPC477268
Remote Similarity	0.6768	NPC472690
Remote Similarity	0.6765	NPC475871
Remote Similarity	0.6765	NPC474330
Remote Similarity	0.6765	NPC474207
Remote Similarity	0.6765	NPC475873
Remote Similarity	0.6765	NPC475945
Remote Similarity	0.6762	NPC101018
Remote Similarity	0.6742	NPC84185
Remote Similarity	0.6742	NPC66677
Remote Similarity	0.6742	NPC471890
Remote Similarity	0.6739	NPC90446
Remote Similarity	0.6737	NPC472676
Remote Similarity	0.6737	NPC205548
Remote Similarity	0.6737	NPC97032
Remote Similarity	0.6737	NPC123912
Remote Similarity	0.6737	NPC472688
Remote Similarity	0.6733	NPC471401
Remote Similarity	0.6733	NPC304738
Remote Similarity	0.6733	NPC472753
Remote Similarity	0.6733	NPC195192
Remote Similarity	0.6731	NPC58370
Remote Similarity	0.6731	NPC43285
Remote Similarity	0.6706	NPC144627
Remote Similarity	0.6703	NPC133844
Remote Similarity	0.6702	NPC471738
Remote Similarity	0.6702	NPC179659
Remote Similarity	0.6702	NPC272039
Remote Similarity	0.6702	NPC220930
Remote Similarity	0.6702	NPC472007
Remote Similarity	0.6701	NPC125180
Remote Similarity	0.6701	NPC61275
Remote Similarity	0.6699	NPC13385
Remote Similarity	0.6699	NPC474741
Remote Similarity	0.6698	NPC99760
Remote Similarity	0.6667	NPC15838
Remote Similarity	0.6667	NPC474011
Remote Similarity	0.6667	NPC164218
Remote Similarity	0.6667	NPC113393
Remote Similarity	0.6667	NPC470947
Remote Similarity	0.6667	NPC71220
Remote Similarity	0.6667	NPC77501
Remote Similarity	0.6667	NPC272411
Remote Similarity	0.6667	NPC137286
Remote Similarity	0.6667	NPC474853
Remote Similarity	0.6667	NPC25639
Remote Similarity	0.6667	NPC472754
Remote Similarity	0.6667	NPC477711
Remote Similarity	0.6667	NPC470945
Remote Similarity	0.6667	NPC80781
Remote Similarity	0.6667	NPC132629
Remote Similarity	0.6667	NPC168883
Remote Similarity	0.6667	NPC470946
Remote Similarity	0.6667	NPC244166
Remote Similarity	0.6667	NPC179006
Remote Similarity	0.6667	NPC149371
Remote Similarity	0.6667	NPC316228
Remote Similarity	0.6667	NPC184065
Remote Similarity	0.6667	NPC474747
Remote Similarity	0.6635	NPC292588
Remote Similarity	0.6632	NPC307298
Remote Similarity	0.6632	NPC53158
Remote Similarity	0.6632	NPC477710
Remote Similarity	0.6632	NPC469653
Remote Similarity	0.6632	NPC469628
Remote Similarity	0.6632	NPC471047
Remote Similarity	0.6632	NPC469631
Remote Similarity	0.6632	NPC475906
Remote Similarity	0.663	NPC110150
Remote Similarity	0.663	NPC66764
Remote Similarity	0.6629	NPC476808
Remote Similarity	0.6629	NPC315765
Remote Similarity	0.6629	NPC192006
Remote Similarity	0.6629	NPC19443
Remote Similarity	0.6604	NPC470257
Remote Similarity	0.6604	NPC471400
Remote Similarity	0.6604	NPC300026
Remote Similarity	0.6602	NPC111323

Drug Structure

NPD4800 OpenBabel08211705272D 27 27 0 0 1 0 0 0 0 0999 V2000 -3.1622 -1.8781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6270 -3.5254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2271 3.3903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4954 3.5714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6974 -0.2308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1622 -1.8781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 -2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2091 1.9890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0181 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0032 -0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4190 -2.5472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3136 2.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9543 -0.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2601 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 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 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4680 -2.2382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7226 -0.1810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 2.5823 0.7045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 12 1 0 0 0 0 8 10 1 0 0 0 0 8 13 1 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 15 19 1 0 0 0 0 15 21 1 1 0 0 0 16 18 1 0 0 0 0 16 22 2 0 0 0 0 17 21 1 0 0 0 0 17 23 2 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 19 24 2 0 0 0 0 20 21 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 1 0 0 0 25 27 1 0 0 0 0 M CHG 1 26 -1 M END $$$$

External Identifiers

TTD	DIB009437
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71587993
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.23
ALogP	0.2491
MLogP	3.22
XLogP	5.378
HDA	5
HBD	1
Rotatable Bonds	18
TPSA	94.5
RO5 Violation	1