NPASS drugs

Drug Information

Drug ID:	NPD4271
Drug Name:	Dinoprost
Molecular Formula:	C20H34O5
Canonical SMILES:	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)O)O)O
Standard InCHI:	"InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1"
Standard InCHIKey:	PXGPLTODNUVGFL-YNNPMVKQSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4271

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	70931
0.1-0.2	128648
0.2-0.3	10771
0.3-0.4	939
0.4-0.5	347
0.5-0.6	60
0.6-0.7	23
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	6

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	NPC260814
High Similarity	1.0	NPC323249
High Similarity	1.0	NPC27949
High Similarity	1.0	NPC39547
High Similarity	1.0	NPC561206
High Similarity	1.0	NPC599790
Intermediate Similarity	0.75	NPC321240
Intermediate Similarity	0.75	NPC181597
Intermediate Similarity	0.7222	NPC27845
Intermediate Similarity	0.717	NPC88735
Remote Similarity	0.6964	NPC115418
Remote Similarity	0.6964	NPC201225
Remote Similarity	0.6964	NPC325442
Remote Similarity	0.6964	NPC600545
Remote Similarity	0.6964	NPC496859
Remote Similarity	0.6964	NPC611839
Remote Similarity	0.6786	NPC296039
Remote Similarity	0.6667	NPC324411
Remote Similarity	0.661	NPC562685
Remote Similarity	0.6552	NPC151776
Remote Similarity	0.6545	NPC328201
Remote Similarity	0.6491	NPC319163
Remote Similarity	0.6491	NPC67076
Remote Similarity	0.6491	NPC560783
Remote Similarity	0.6491	NPC602487
Remote Similarity	0.6491	NPC605853
Remote Similarity	0.6271	NPC316844
Remote Similarity	0.614	NPC485453
Remote Similarity	0.6038	NPC327112
Remote Similarity	0.6038	NPC327280
Remote Similarity	0.6038	NPC318623
Remote Similarity	0.6038	NPC323785
Remote Similarity	0.6038	NPC584394
Remote Similarity	0.5965	NPC328775
Remote Similarity	0.5932	NPC485443
Remote Similarity	0.5833	NPC495154
Remote Similarity	0.5738	NPC322483
Remote Similarity	0.5738	NPC250385
Remote Similarity	0.5714	NPC127526
Remote Similarity	0.5686	NPC318388
Remote Similarity	0.5667	NPC328038
Remote Similarity	0.5645	NPC321728
Remote Similarity	0.5556	NPC326828
Remote Similarity	0.5556	NPC604969
Remote Similarity	0.5538	NPC485454
Remote Similarity	0.5538	NPC492807
Remote Similarity	0.5484	NPC329033
Remote Similarity	0.541	NPC7414
Remote Similarity	0.541	NPC292220
Remote Similarity	0.541	NPC599781
Remote Similarity	0.5397	NPC555963
Remote Similarity	0.537	NPC321842
Remote Similarity	0.537	NPC327466
Remote Similarity	0.537	NPC255863
Remote Similarity	0.537	NPC1504
Remote Similarity	0.537	NPC324190
Remote Similarity	0.537	NPC136164
Remote Similarity	0.537	NPC245947
Remote Similarity	0.537	NPC501208
Remote Similarity	0.5345	NPC325505
Remote Similarity	0.5323	NPC320360
Remote Similarity	0.5323	NPC236208
Remote Similarity	0.5323	NPC322565
Remote Similarity	0.5303	NPC485446
Remote Similarity	0.5283	NPC286731
Remote Similarity	0.5283	NPC318244
Remote Similarity	0.5283	NPC320535
Remote Similarity	0.5283	NPC319633
Remote Similarity	0.5283	NPC319815
Remote Similarity	0.5283	NPC166737
Remote Similarity	0.5273	NPC557531
Remote Similarity	0.5273	NPC574403
Remote Similarity	0.5263	NPC329602
Remote Similarity	0.5263	NPC317029
Remote Similarity	0.5263	NPC538927
Remote Similarity	0.5185	NPC521961
Remote Similarity	0.5161	NPC328783
Remote Similarity	0.5161	NPC279537
Remote Similarity	0.5161	NPC47031
Remote Similarity	0.5161	NPC324130
Remote Similarity	0.5161	NPC322808
Remote Similarity	0.5161	NPC561886
Remote Similarity	0.5161	NPC599975
Remote Similarity	0.5156	NPC318766
Remote Similarity	0.5088	NPC326135
Remote Similarity	0.5088	NPC323045
Remote Similarity	0.5088	NPC49863
Remote Similarity	0.5088	NPC317881
Remote Similarity	0.5088	NPC524738
Remote Similarity	0.5085	NPC95550
Remote Similarity	0.5079	NPC164308
Remote Similarity	0.5077	NPC316629
Remote Similarity	0.5077	NPC611618

Drug Structure

NPD4271 OpenBabel08211704332D 29 29 0 0 1 0 0 0 0 0999 V2000 7.3292 -2.8180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3347 -2.9225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7469 -2.1135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7248 2.9074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9328 3.8855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7524 -2.2180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4680 2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1896 4.5546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1646 -1.4090 0.0000 C 0 0 0 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 1.3975 5.5328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1701 -1.5135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 1 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 0.6544 6.2019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7634 -2.4271 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 -0.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2967 5.8929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8623 7.1801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7688 -2.5316 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1191 7.8492 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 6 1 0 0 0 0 4 5 1 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 9 1 6 0 0 0 15 21 1 0 0 0 0 16 10 1 6 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 13 1 1 0 0 0 17 19 1 0 0 0 0 18 22 1 6 0 0 0 19 23 1 6 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000826; DIB018020
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5280363
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.24
ALogP	-2.7724
MLogP	3.11
XLogP	3.203
HDA	5
HBD	4
Rotatable Bonds	17
TPSA	97.99
RO5 Violation	1