NPASS drugs

Drug Information

Drug ID:	NPD4978
Drug Name:
Molecular Formula:	C22H23ClO5
Canonical SMILES:	OC(=O)CC/C=C/C[C@@H]1CO[C@@H](O[C@@H]1c1ccccc1O)c1ccccc1Cl
Standard InCHI:	InChI=1S/C22H23ClO5/c23-18-11-6-4-9-16(18)22-27-14-15(8-2-1-3-13-20(25)26)21(28-22)17-10-5-7-12-19(17)24/h1-2,4-7,9-12,15,21-22,24H,3,8,13-14H2,(H,25,26)/b2-1+/t15-,21+,22+/m1/s1
Standard InCHIKey:	WHUIENZXNGAHQI-BNGKFCBFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4978

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	207
0.1-0.2	1015
0.2-0.3	2188
0.3-0.4	5961
0.4-0.5	8129
0.5-0.6	4526
0.6-0.7	8220
0.7-0.8	644
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	0.7842	NPC288416
Intermediate Similarity	0.7724	NPC166180
Intermediate Similarity	0.7724	NPC471345
Intermediate Similarity	0.771	NPC153795
Intermediate Similarity	0.771	NPC290353
Intermediate Similarity	0.771	NPC42911
Intermediate Similarity	0.7698	NPC123704
Intermediate Similarity	0.7664	NPC469686
Intermediate Similarity	0.7622	NPC138777
Intermediate Similarity	0.7622	NPC478255
Intermediate Similarity	0.7622	NPC225384
Intermediate Similarity	0.7622	NPC246869
Intermediate Similarity	0.7622	NPC46137
Intermediate Similarity	0.7622	NPC235294
Intermediate Similarity	0.7591	NPC201402
Intermediate Similarity	0.7591	NPC469703
Intermediate Similarity	0.7591	NPC160854
Intermediate Similarity	0.7591	NPC469704
Intermediate Similarity	0.7586	NPC169398
Intermediate Similarity	0.7584	NPC31081
Intermediate Similarity	0.7584	NPC245219
Intermediate Similarity	0.7571	NPC126991
Intermediate Similarity	0.7571	NPC83218
Intermediate Similarity	0.7552	NPC17968
Intermediate Similarity	0.7552	NPC469705
Intermediate Similarity	0.7552	NPC470122
Intermediate Similarity	0.755	NPC226722
Intermediate Similarity	0.7535	NPC158673
Intermediate Similarity	0.7535	NPC225307
Intermediate Similarity	0.7518	NPC471157
Intermediate Similarity	0.75	NPC107120
Intermediate Similarity	0.75	NPC74320
Intermediate Similarity	0.7482	NPC471067
Intermediate Similarity	0.7482	NPC52097
Intermediate Similarity	0.7481	NPC175771
Intermediate Similarity	0.7481	NPC301651
Intermediate Similarity	0.7481	NPC306045
Intermediate Similarity	0.7481	NPC473556
Intermediate Similarity	0.7481	NPC265211
Intermediate Similarity	0.7467	NPC145319
Intermediate Similarity	0.7466	NPC886
Intermediate Similarity	0.7466	NPC34293
Intermediate Similarity	0.7466	NPC287597
Intermediate Similarity	0.7466	NPC34456
Intermediate Similarity	0.7465	NPC257947
Intermediate Similarity	0.7465	NPC66331
Intermediate Similarity	0.7448	NPC471066
Intermediate Similarity	0.7448	NPC269421
Intermediate Similarity	0.7448	NPC471095
Intermediate Similarity	0.7432	NPC65262
Intermediate Similarity	0.7432	NPC134260
Intermediate Similarity	0.7432	NPC101686
Intermediate Similarity	0.7432	NPC78363
Intermediate Similarity	0.7432	NPC87777
Intermediate Similarity	0.7432	NPC469364
Intermediate Similarity	0.7432	NPC262328
Intermediate Similarity	0.7429	NPC76465
Intermediate Similarity	0.7429	NPC232454
Intermediate Similarity	0.7429	NPC178449
Intermediate Similarity	0.7429	NPC38761
Intermediate Similarity	0.7429	NPC470907
Intermediate Similarity	0.7424	NPC63345
Intermediate Similarity	0.7419	NPC100818
Intermediate Similarity	0.7417	NPC478250
Intermediate Similarity	0.7415	NPC263829
Intermediate Similarity	0.7415	NPC123988
Intermediate Similarity	0.7415	NPC79957
Intermediate Similarity	0.7413	NPC219923
Intermediate Similarity	0.7413	NPC146540
Intermediate Similarity	0.741	NPC54972
Intermediate Similarity	0.741	NPC226712
Intermediate Similarity	0.741	NPC11724
Intermediate Similarity	0.7403	NPC4958
Intermediate Similarity	0.7403	NPC140722
Intermediate Similarity	0.7403	NPC302989
Intermediate Similarity	0.7403	NPC92054
Intermediate Similarity	0.7397	NPC185777
Intermediate Similarity	0.7397	NPC164172
Intermediate Similarity	0.7397	NPC215037
Intermediate Similarity	0.7394	NPC252114
Intermediate Similarity	0.7383	NPC62800
Intermediate Similarity	0.7383	NPC324262
Intermediate Similarity	0.7379	NPC476407
Intermediate Similarity	0.7379	NPC475067
Intermediate Similarity	0.7368	NPC96447
Intermediate Similarity	0.7368	NPC292443
Intermediate Similarity	0.7361	NPC214246
Intermediate Similarity	0.7361	NPC469549
Intermediate Similarity	0.7357	NPC100099
Intermediate Similarity	0.7357	NPC36016
Intermediate Similarity	0.7353	NPC148055
Intermediate Similarity	0.7353	NPC123559
Intermediate Similarity	0.7351	NPC65833
Intermediate Similarity	0.7343	NPC106677
Intermediate Similarity	0.7338	NPC476872
Intermediate Similarity	0.7333	NPC313193
Intermediate Similarity	0.7333	NPC157338
Intermediate Similarity	0.7329	NPC66643
Intermediate Similarity	0.7329	NPC476389
Intermediate Similarity	0.7329	NPC273984
Intermediate Similarity	0.7329	NPC254275
Intermediate Similarity	0.7324	NPC17809
Intermediate Similarity	0.7324	NPC188022
Intermediate Similarity	0.7324	NPC285040
Intermediate Similarity	0.7324	NPC103420
Intermediate Similarity	0.7324	NPC102540
Intermediate Similarity	0.7319	NPC38181
Intermediate Similarity	0.7319	NPC20230
Intermediate Similarity	0.7315	NPC301915
Intermediate Similarity	0.7315	NPC302583
Intermediate Similarity	0.7315	NPC261292
Intermediate Similarity	0.7315	NPC84789
Intermediate Similarity	0.7315	NPC100558
Intermediate Similarity	0.7315	NPC124149
Intermediate Similarity	0.7315	NPC260425
Intermediate Similarity	0.7315	NPC310252
Intermediate Similarity	0.731	NPC30390
Intermediate Similarity	0.7305	NPC477152
Intermediate Similarity	0.7303	NPC204644
Intermediate Similarity	0.7299	NPC476266
Intermediate Similarity	0.7293	NPC183700
Intermediate Similarity	0.729	NPC120728
Intermediate Similarity	0.7285	NPC134405
Intermediate Similarity	0.7285	NPC210192
Intermediate Similarity	0.7285	NPC476385
Intermediate Similarity	0.7285	NPC5155
Intermediate Similarity	0.7279	NPC114116
Intermediate Similarity	0.7279	NPC2363
Intermediate Similarity	0.7279	NPC28637
Intermediate Similarity	0.7273	NPC320734
Intermediate Similarity	0.7273	NPC283049
Intermediate Similarity	0.7273	NPC276212
Intermediate Similarity	0.7273	NPC50315
Intermediate Similarity	0.7273	NPC26879
Intermediate Similarity	0.7273	NPC230479
Intermediate Similarity	0.7273	NPC199928
Intermediate Similarity	0.7267	NPC81515
Intermediate Similarity	0.7267	NPC171134
Intermediate Similarity	0.7267	NPC197316
Intermediate Similarity	0.7267	NPC321184
Intermediate Similarity	0.7267	NPC205195
Intermediate Similarity	0.7267	NPC68092
Intermediate Similarity	0.7267	NPC476383
Intermediate Similarity	0.7267	NPC321638
Intermediate Similarity	0.7267	NPC328273
Intermediate Similarity	0.7267	NPC64141
Intermediate Similarity	0.7267	NPC89105
Intermediate Similarity	0.7267	NPC472350
Intermediate Similarity	0.7266	NPC258979
Intermediate Similarity	0.7266	NPC8283
Intermediate Similarity	0.7266	NPC93398
Intermediate Similarity	0.7266	NPC328485
Intermediate Similarity	0.7261	NPC93619
Intermediate Similarity	0.726	NPC281798
Intermediate Similarity	0.726	NPC250727
Intermediate Similarity	0.726	NPC254819
Intermediate Similarity	0.7259	NPC176730
Intermediate Similarity	0.7259	NPC123175
Intermediate Similarity	0.7259	NPC190212
Intermediate Similarity	0.7255	NPC202391
Intermediate Similarity	0.7255	NPC232228
Intermediate Similarity	0.7255	NPC296659
Intermediate Similarity	0.7255	NPC184464
Intermediate Similarity	0.7255	NPC251062
Intermediate Similarity	0.7254	NPC134195
Intermediate Similarity	0.7254	NPC33402
Intermediate Similarity	0.7254	NPC86502
Intermediate Similarity	0.7254	NPC197351
Intermediate Similarity	0.7254	NPC246648
Intermediate Similarity	0.7254	NPC106914
Intermediate Similarity	0.725	NPC228357
Intermediate Similarity	0.725	NPC127406
Intermediate Similarity	0.7248	NPC92932
Intermediate Similarity	0.7248	NPC472132
Intermediate Similarity	0.7244	NPC22137
Intermediate Similarity	0.7244	NPC287294
Intermediate Similarity	0.7241	NPC97326
Intermediate Similarity	0.7241	NPC218003
Intermediate Similarity	0.7241	NPC253595
Intermediate Similarity	0.7237	NPC230718
Intermediate Similarity	0.7237	NPC84207
Intermediate Similarity	0.7237	NPC140502
Intermediate Similarity	0.7237	NPC164599
Intermediate Similarity	0.7237	NPC472353
Intermediate Similarity	0.7237	NPC296643
Intermediate Similarity	0.7237	NPC5253
Intermediate Similarity	0.7237	NPC265648
Intermediate Similarity	0.7237	NPC222433
Intermediate Similarity	0.7237	NPC128337
Intermediate Similarity	0.7237	NPC139976
Intermediate Similarity	0.7237	NPC49542
Intermediate Similarity	0.7234	NPC476142
Intermediate Similarity	0.7234	NPC174977
Intermediate Similarity	0.7234	NPC132518
Intermediate Similarity	0.7234	NPC255026
Intermediate Similarity	0.7234	NPC477151
Intermediate Similarity	0.7233	NPC185103
Intermediate Similarity	0.7226	NPC474422
Intermediate Similarity	0.7226	NPC97240
Intermediate Similarity	0.7222	NPC156692

Drug Structure

NPD4978 OpenBabel08211706322D 30 32 0 0 1 0 0 0 0 0999 V2000 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 13 1 0 0 0 0 4 6 2 0 0 0 0 4 9 1 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 9 16 2 0 0 0 0 10 17 2 0 0 0 0 11 18 2 0 0 0 0 12 19 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 27 1 0 0 0 0 15 8 1 1 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 17 1 1 0 0 0 21 28 1 0 0 0 0 22 16 1 1 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010411
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23654676
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.12
ALogP	0.3439
MLogP	3.22
XLogP	5.046
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	75.99
RO5 Violation	1