NPASS drugs

Drug Information

Drug ID:	NPD4378
Drug Name:
Molecular Formula:	C21H20O6
Canonical SMILES:	COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O)cc(c2c(=O)c1O)O
Standard InCHI:	"InChI=1S/C21H20O6/c1-11(2)4-9-14-15(22)10-16(23)17-18(24)19(25)20(27-21(14)17)12-5-7-13(26-3)8-6-12/h4-8,10,22-23,25H,9H2,1-3H3"
Standard InCHIKey:	TUUXBSASAQJECY-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4378

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	86076
0.1-0.2	104548
0.2-0.3	17779
0.3-0.4	2734
0.4-0.5	465
0.5-0.6	89
0.6-0.7	14
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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	NPC273538
High Similarity	1.0	NPC611786
Intermediate Similarity	0.7903	NPC510807
Intermediate Similarity	0.7759	NPC129982
Intermediate Similarity	0.7627	NPC9117
Intermediate Similarity	0.7619	NPC560269
Intermediate Similarity	0.7419	NPC574493
Intermediate Similarity	0.7385	NPC573910
Intermediate Similarity	0.7385	NPC605541
Intermediate Similarity	0.7333	NPC63187
Intermediate Similarity	0.7097	NPC551710
Intermediate Similarity	0.7097	NPC607815
Intermediate Similarity	0.7049	NPC572083
Remote Similarity	0.6875	NPC293053
Remote Similarity	0.6875	NPC603555
Remote Similarity	0.6615	NPC59162
Remote Similarity	0.6418	NPC586195
Remote Similarity	0.6377	NPC492271
Remote Similarity	0.625	NPC244407
Remote Similarity	0.6232	NPC91538
Remote Similarity	0.6176	NPC44745
Remote Similarity	0.6176	NPC13779
Remote Similarity	0.6129	NPC201451
Remote Similarity	0.6129	NPC241838
Remote Similarity	0.6119	NPC216538
Remote Similarity	0.6032	NPC580405
Remote Similarity	0.6029	NPC475799
Remote Similarity	0.5946	NPC73359
Remote Similarity	0.5946	NPC492728
Remote Similarity	0.5882	NPC297863
Remote Similarity	0.5797	NPC33554
Remote Similarity	0.5735	NPC552274
Remote Similarity	0.5714	NPC247524
Remote Similarity	0.5694	NPC326500
Remote Similarity	0.5694	NPC536427
Remote Similarity	0.5694	NPC577360
Remote Similarity	0.5679	NPC278419
Remote Similarity	0.5679	NPC4920
Remote Similarity	0.5679	NPC72077
Remote Similarity	0.5679	NPC26782
Remote Similarity	0.5679	NPC179198
Remote Similarity	0.5679	NPC130704
Remote Similarity	0.5679	NPC522491
Remote Similarity	0.5679	NPC602142
Remote Similarity	0.5616	NPC124737
Remote Similarity	0.5606	NPC596668
Remote Similarity	0.5606	NPC606140
Remote Similarity	0.5595	NPC31092
Remote Similarity	0.5595	NPC142931
Remote Similarity	0.5595	NPC240769
Remote Similarity	0.5595	NPC131745
Remote Similarity	0.5588	NPC190637
Remote Similarity	0.5556	NPC172158
Remote Similarity	0.5538	NPC150642
Remote Similarity	0.5538	NPC86485
Remote Similarity	0.5538	NPC548692
Remote Similarity	0.5522	NPC220062
Remote Similarity	0.5493	NPC479160
Remote Similarity	0.5479	NPC471982
Remote Similarity	0.5479	NPC604255
Remote Similarity	0.5469	NPC44079
Remote Similarity	0.5455	NPC252504
Remote Similarity	0.5455	NPC273843
Remote Similarity	0.5455	NPC141301
Remote Similarity	0.5455	NPC504149
Remote Similarity	0.5441	NPC88804
Remote Similarity	0.5417	NPC297512
Remote Similarity	0.5397	NPC93729
Remote Similarity	0.5385	NPC520163
Remote Similarity	0.5362	NPC495179
Remote Similarity	0.5352	NPC269420
Remote Similarity	0.5352	NPC557177
Remote Similarity	0.5342	NPC3980
Remote Similarity	0.5342	NPC515004
Remote Similarity	0.5312	NPC559575
Remote Similarity	0.5303	NPC7180
Remote Similarity	0.5303	NPC26734
Remote Similarity	0.5303	NPC49824
Remote Similarity	0.5303	NPC507022
Remote Similarity	0.5303	NPC541728
Remote Similarity	0.5303	NPC603348
Remote Similarity	0.5294	NPC482025
Remote Similarity	0.5263	NPC282267
Remote Similarity	0.5263	NPC576535
Remote Similarity	0.5244	NPC527262
Remote Similarity	0.5227	NPC191568
Remote Similarity	0.5227	NPC528649
Remote Similarity	0.5224	NPC594296
Remote Similarity	0.5211	NPC216978
Remote Similarity	0.5211	NPC183671
Remote Similarity	0.5211	NPC2576
Remote Similarity	0.5205	NPC130589
Remote Similarity	0.52	NPC186132
Remote Similarity	0.52	NPC511595
Remote Similarity	0.52	NPC610891
Remote Similarity	0.5195	NPC525508
Remote Similarity	0.5152	NPC186126
Remote Similarity	0.5139	NPC200694
Remote Similarity	0.5139	NPC36852
Remote Similarity	0.5139	NPC542216
Remote Similarity	0.5139	NPC597959
Remote Similarity	0.5139	NPC603262
Remote Similarity	0.5135	NPC29791
Remote Similarity	0.5132	NPC220418
Remote Similarity	0.5132	NPC226713
Remote Similarity	0.5128	NPC573934
Remote Similarity	0.5075	NPC582000
Remote Similarity	0.5072	NPC114377
Remote Similarity	0.5068	NPC265183
Remote Similarity	0.5067	NPC243957
Remote Similarity	0.5065	NPC14001
Remote Similarity	0.5055	NPC35704
Remote Similarity	0.5055	NPC211773
Remote Similarity	0.5055	NPC229863
Remote Similarity	0.5055	NPC496167
Remote Similarity	0.5054	NPC575916

Drug Structure

NPD4378 OpenBabel08211705262D 30 32 0 0 0 0 0 0 0 0999 V2000 -1.7321 3.0000 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 5.1962 1.0000 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 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 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 -1.7321 1.0000 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 -2.5981 2.5000 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 3.4641 1.0000 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 -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 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 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 26 1 0 0 0 0 4 9 1 0 0 0 0 4 11 2 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 12 20 1 0 0 0 0 13 26 1 0 0 0 0 14 15 1 0 0 0 0 14 21 2 0 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 24 2 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC008647
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5318980
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.13
ALogP	-0.055
MLogP	3.11
XLogP	3.904
HDA	2
HBD	3
Rotatable Bonds	10
TPSA	96.22
RO5 Violation	0