NPASS drugs

Drug Information

Drug ID:	NPD5282
Drug Name:	XR-368
Molecular Formula:	C22H30O4
Canonical SMILES:	C/C/1=CCC(C)(C)/C=C/C[C@@]2([C@@H](CC1)[C@@H]1OC[C@H]3[C@@H]1C(=C(C3=O)O)O2)C
Standard InCHI:	InChI=1S/C22H30O4/c1-13-6-7-15-19-16-14(12-25-19)17(23)18(24)20(16)26-22(15,4)10-5-9-21(2,3)11-8-13/h5,8-9,14-16,19,24H,6-7,10-12H2,1-4H3/b9-5+,13-8+/t14-,15-,16-,19-,22+/m0/s1
Standard InCHIKey:	WDFUVZRTUNQXHC-KVPIFFDFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5282

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	118
0.1-0.2	685
0.2-0.3	2736
0.3-0.4	5580
0.4-0.5	11031
0.5-0.6	5881
0.6-0.7	4388
0.7-0.8	471
0.8-0.85	0
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	0.7979	NPC476708
Intermediate Similarity	0.7864	NPC471332
Intermediate Similarity	0.7864	NPC471333
Intermediate Similarity	0.7789	NPC476707
Intermediate Similarity	0.7789	NPC476706
Intermediate Similarity	0.7767	NPC203659
Intermediate Similarity	0.7755	NPC469819
Intermediate Similarity	0.7755	NPC114162
Intermediate Similarity	0.7755	NPC167219
Intermediate Similarity	0.7745	NPC474747
Intermediate Similarity	0.7745	NPC225353
Intermediate Similarity	0.7708	NPC117405
Intermediate Similarity	0.7708	NPC52198
Intermediate Similarity	0.77	NPC169205
Intermediate Similarity	0.77	NPC27105
Intermediate Similarity	0.7692	NPC314244
Intermediate Similarity	0.7677	NPC90121
Intermediate Similarity	0.7677	NPC275960
Intermediate Similarity	0.7677	NPC193645
Intermediate Similarity	0.7677	NPC304886
Intermediate Similarity	0.7677	NPC48803
Intermediate Similarity	0.767	NPC110989
Intermediate Similarity	0.767	NPC475945
Intermediate Similarity	0.767	NPC475871
Intermediate Similarity	0.767	NPC4620
Intermediate Similarity	0.7653	NPC61275
Intermediate Similarity	0.7647	NPC181645
Intermediate Similarity	0.7647	NPC47880
Intermediate Similarity	0.7647	NPC474742
Intermediate Similarity	0.7647	NPC472753
Intermediate Similarity	0.7624	NPC99657
Intermediate Similarity	0.7624	NPC471331
Intermediate Similarity	0.7624	NPC203388
Intermediate Similarity	0.7624	NPC141191
Intermediate Similarity	0.7624	NPC472687
Intermediate Similarity	0.7624	NPC471330
Intermediate Similarity	0.7615	NPC247069
Intermediate Similarity	0.7604	NPC87189
Intermediate Similarity	0.7604	NPC228415
Intermediate Similarity	0.76	NPC135576
Intermediate Similarity	0.76	NPC185553
Intermediate Similarity	0.76	NPC93271
Intermediate Similarity	0.7596	NPC472756
Intermediate Similarity	0.7596	NPC474741
Intermediate Similarity	0.7596	NPC220964
Intermediate Similarity	0.7596	NPC475676
Intermediate Similarity	0.7579	NPC70422
Intermediate Similarity	0.7579	NPC104961
Intermediate Similarity	0.7579	NPC70555
Intermediate Similarity	0.7576	NPC289004
Intermediate Similarity	0.7576	NPC298919
Intermediate Similarity	0.7576	NPC477131
Intermediate Similarity	0.7573	NPC149371
Intermediate Similarity	0.7573	NPC303653
Intermediate Similarity	0.7573	NPC291500
Intermediate Similarity	0.7573	NPC472754
Intermediate Similarity	0.7573	NPC189609
Intermediate Similarity	0.7573	NPC197835
Intermediate Similarity	0.7573	NPC140591
Intermediate Similarity	0.7553	NPC165287
Intermediate Similarity	0.7551	NPC70595
Intermediate Similarity	0.7551	NPC111114
Intermediate Similarity	0.7551	NPC300312
Intermediate Similarity	0.7551	NPC476705
Intermediate Similarity	0.7551	NPC123177
Intermediate Similarity	0.7551	NPC133698
Intermediate Similarity	0.7551	NPC261607
Intermediate Similarity	0.7551	NPC150978
Intermediate Similarity	0.7551	NPC74103
Intermediate Similarity	0.7551	NPC146852
Intermediate Similarity	0.7549	NPC46761
Intermediate Similarity	0.7549	NPC54705
Intermediate Similarity	0.7526	NPC205548
Intermediate Similarity	0.7525	NPC108475
Intermediate Similarity	0.7525	NPC473574
Intermediate Similarity	0.7525	NPC20078
Intermediate Similarity	0.7525	NPC170143
Intermediate Similarity	0.7525	NPC213947
Intermediate Similarity	0.7524	NPC16313
Intermediate Similarity	0.7524	NPC475802
Intermediate Similarity	0.7524	NPC9303
Intermediate Similarity	0.75	NPC475873
Intermediate Similarity	0.75	NPC472948
Intermediate Similarity	0.75	NPC471739
Intermediate Similarity	0.75	NPC472750
Intermediate Similarity	0.75	NPC234339
Intermediate Similarity	0.75	NPC472747
Intermediate Similarity	0.75	NPC273197
Intermediate Similarity	0.7477	NPC38154
Intermediate Similarity	0.7477	NPC20192
Intermediate Similarity	0.7476	NPC164598
Intermediate Similarity	0.7476	NPC112613
Intermediate Similarity	0.7476	NPC207885
Intermediate Similarity	0.7476	NPC474339
Intermediate Similarity	0.7474	NPC125290
Intermediate Similarity	0.7474	NPC79573
Intermediate Similarity	0.7453	NPC72813
Intermediate Similarity	0.7453	NPC324327
Intermediate Similarity	0.7453	NPC194620
Intermediate Similarity	0.7453	NPC474421
Intermediate Similarity	0.7453	NPC26617
Intermediate Similarity	0.7453	NPC326994
Intermediate Similarity	0.7451	NPC54843
Intermediate Similarity	0.7449	NPC179394
Intermediate Similarity	0.7449	NPC144133
Intermediate Similarity	0.7449	NPC478004
Intermediate Similarity	0.7449	NPC478003
Intermediate Similarity	0.7449	NPC158388
Intermediate Similarity	0.7449	NPC253144
Intermediate Similarity	0.7429	NPC472748
Intermediate Similarity	0.7429	NPC474917
Intermediate Similarity	0.7426	NPC8803
Intermediate Similarity	0.7426	NPC472733
Intermediate Similarity	0.7426	NPC172998
Intermediate Similarity	0.7426	NPC472734
Intermediate Similarity	0.7426	NPC299396
Intermediate Similarity	0.7426	NPC301596
Intermediate Similarity	0.7419	NPC255580
Intermediate Similarity	0.7419	NPC39411
Intermediate Similarity	0.7407	NPC99760
Intermediate Similarity	0.7404	NPC478176
Intermediate Similarity	0.74	NPC198853
Intermediate Similarity	0.7391	NPC82488
Intermediate Similarity	0.7391	NPC308545
Intermediate Similarity	0.7391	NPC113363
Intermediate Similarity	0.7387	NPC207217
Intermediate Similarity	0.7383	NPC233379
Intermediate Similarity	0.7383	NPC475960
Intermediate Similarity	0.7383	NPC14862
Intermediate Similarity	0.7383	NPC327286
Intermediate Similarity	0.7383	NPC474664
Intermediate Similarity	0.7383	NPC169888
Intermediate Similarity	0.7383	NPC322903
Intermediate Similarity	0.7383	NPC55972
Intermediate Similarity	0.7374	NPC284185
Intermediate Similarity	0.7374	NPC131209
Intermediate Similarity	0.7364	NPC474271
Intermediate Similarity	0.7358	NPC472751
Intermediate Similarity	0.7358	NPC472749
Intermediate Similarity	0.7353	NPC471916
Intermediate Similarity	0.7353	NPC472731
Intermediate Similarity	0.7353	NPC472732
Intermediate Similarity	0.7353	NPC471462
Intermediate Similarity	0.7347	NPC97032
Intermediate Similarity	0.7339	NPC207689
Intermediate Similarity	0.7333	NPC472755
Intermediate Similarity	0.7333	NPC320154
Intermediate Similarity	0.7333	NPC168575
Intermediate Similarity	0.7327	NPC91408
Intermediate Similarity	0.7327	NPC279313
Intermediate Similarity	0.7321	NPC474654
Intermediate Similarity	0.7321	NPC97908
Intermediate Similarity	0.7321	NPC122033
Intermediate Similarity	0.7321	NPC470854
Intermediate Similarity	0.7321	NPC287343
Intermediate Similarity	0.732	NPC472007
Intermediate Similarity	0.732	NPC38885
Intermediate Similarity	0.732	NPC160138
Intermediate Similarity	0.7315	NPC15218
Intermediate Similarity	0.7315	NPC250018
Intermediate Similarity	0.7315	NPC101018
Intermediate Similarity	0.7308	NPC171759
Intermediate Similarity	0.7308	NPC9878
Intermediate Similarity	0.73	NPC135776
Intermediate Similarity	0.73	NPC473263
Intermediate Similarity	0.73	NPC473234
Intermediate Similarity	0.73	NPC60386
Intermediate Similarity	0.73	NPC473273
Intermediate Similarity	0.73	NPC308656
Intermediate Similarity	0.7292	NPC21471
Intermediate Similarity	0.7292	NPC33570
Intermediate Similarity	0.7283	NPC321180
Intermediate Similarity	0.7282	NPC472730
Intermediate Similarity	0.7282	NPC472729
Intermediate Similarity	0.7282	NPC153776
Intermediate Similarity	0.7282	NPC470541
Intermediate Similarity	0.7282	NPC177680
Intermediate Similarity	0.7273	NPC469464
Intermediate Similarity	0.7273	NPC66108
Intermediate Similarity	0.7273	NPC475855
Intermediate Similarity	0.7264	NPC146731
Intermediate Similarity	0.7264	NPC100487
Intermediate Similarity	0.7264	NPC294259
Intermediate Similarity	0.7257	NPC17772
Intermediate Similarity	0.7255	NPC94337
Intermediate Similarity	0.7255	NPC469528
Intermediate Similarity	0.7255	NPC469369
Intermediate Similarity	0.7255	NPC230800
Intermediate Similarity	0.7248	NPC206595
Intermediate Similarity	0.7248	NPC5103
Intermediate Similarity	0.7245	NPC53454
Intermediate Similarity	0.7238	NPC25639
Intermediate Similarity	0.7238	NPC183571
Intermediate Similarity	0.7232	NPC270478
Intermediate Similarity	0.7228	NPC474338
Intermediate Similarity	0.7228	NPC473331
Intermediate Similarity	0.7228	NPC323008
Intermediate Similarity	0.7228	NPC470010
Intermediate Similarity	0.7228	NPC477241
Intermediate Similarity	0.7228	NPC470013

Drug Structure

NPD5282 OpenBabel08211706322D 27 30 0 0 1 0 0 0 0 0999 V2000 -3.2379 3.1854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5085 0.0323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9955 -0.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7625 -0.5082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0280 -0.6519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9836 2.4080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1966 2.0347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5139 1.7357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8882 -0.5155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2305 -0.3016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7714 0.9036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5590 2.5609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8474 2.2965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5464 1.6900 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7364 1.2951 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7852 1.2731 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3064 1.2510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2938 0.3800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0249 1.7120 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7726 0.4021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5382 0.0644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7490 0.4242 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1174 1.7113 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9007 -0.2447 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0375 2.5830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7629 -0.1210 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 5 9 2 0 0 0 0 5 10 1 0 0 0 0 6 7 1 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 13 2 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 21 1 0 0 0 0 12 25 1 0 0 0 0 14 12 1 6 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 15 22 1 1 0 0 0 16 19 1 0 0 0 0 16 20 1 6 0 0 0 17 18 1 0 0 0 0 17 23 2 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 6 0 0 0 20 26 1 0 0 0 0 22 4 1 1 0 0 0 22 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004381
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.21
ALogP	1.2426
MLogP	3.44
XLogP	4.569
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	55.76
RO5 Violation	0