NPASS drugs

Drug Information

Drug ID:	NPD4790
Drug Name:	ataprost
Molecular Formula:	C21H32O4
Canonical SMILES:	OC(=O)CCC/C=C/1C[C@@H]2[C@H](C1)[C@H]([C@@H](C2)O)/C=C/[C@H](C1CCCC1)O
Standard InCHI:	InChI=1S/C21H32O4/c22-19(15-6-2-3-7-15)10-9-17-18-12-14(5-1-4-8-21(24)25)11-16(18)13-20(17)23/h5,9-10,15-20,22-23H,1-4,6-8,11-13H2,(H,24,25)/b10-9+,14-5+/t16-,17+,18-,19+,20+/m0/s1
Standard InCHIKey:	DKLGLHQHLFISGJ-YLBFUXKPSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4790

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	634
0.2-0.3	3678
0.3-0.4	11479
0.4-0.5	6349
0.5-0.6	5573
0.6-0.7	2917
0.7-0.8	131
0.8-0.85	5
0.85-0.9	6
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
High Similarity	0.8608	NPC27949
High Similarity	0.8608	NPC323249
High Similarity	0.8608	NPC260814
High Similarity	0.8608	NPC39547
High Similarity	0.8519	NPC88735
High Similarity	0.8519	NPC316844
Intermediate Similarity	0.8415	NPC7414
Intermediate Similarity	0.8354	NPC279537
Intermediate Similarity	0.8293	NPC47031
Intermediate Similarity	0.8272	NPC201225
Intermediate Similarity	0.8171	NPC115418
Intermediate Similarity	0.7931	NPC316629
Intermediate Similarity	0.7922	NPC224532
Intermediate Similarity	0.7882	NPC472473
Intermediate Similarity	0.7865	NPC472466
Intermediate Similarity	0.7857	NPC472471
Intermediate Similarity	0.7778	NPC472468
Intermediate Similarity	0.7753	NPC476388
Intermediate Similarity	0.7753	NPC477215
Intermediate Similarity	0.7753	NPC232747
Intermediate Similarity	0.7717	NPC472469
Intermediate Similarity	0.7711	NPC192006
Intermediate Similarity	0.7683	NPC310643
Intermediate Similarity	0.7609	NPC472467
Intermediate Similarity	0.7609	NPC90453
Intermediate Similarity	0.759	NPC476439
Intermediate Similarity	0.7558	NPC472465
Intermediate Similarity	0.7529	NPC472470
Intermediate Similarity	0.75	NPC4299
Intermediate Similarity	0.7471	NPC477667
Intermediate Similarity	0.747	NPC472472
Intermediate Similarity	0.7416	NPC477668
Intermediate Similarity	0.7412	NPC164308
Intermediate Similarity	0.7407	NPC319163
Intermediate Similarity	0.7407	NPC67076
Intermediate Similarity	0.7391	NPC45269
Intermediate Similarity	0.7386	NPC165064
Intermediate Similarity	0.7375	NPC101622
Intermediate Similarity	0.7368	NPC107243
Intermediate Similarity	0.7368	NPC475894
Intermediate Similarity	0.7363	NPC310236
Intermediate Similarity	0.7363	NPC155479
Intermediate Similarity	0.7349	NPC113639
Intermediate Similarity	0.7333	NPC312215
Intermediate Similarity	0.7333	NPC128644
Intermediate Similarity	0.7317	NPC234527
Intermediate Similarity	0.7317	NPC14352
Intermediate Similarity	0.7303	NPC269638
Intermediate Similarity	0.7294	NPC172066
Intermediate Similarity	0.7292	NPC235464
Intermediate Similarity	0.7292	NPC166745
Intermediate Similarity	0.7292	NPC197386
Intermediate Similarity	0.7284	NPC318766
Intermediate Similarity	0.7283	NPC46281
Intermediate Similarity	0.7253	NPC48866
Intermediate Similarity	0.7253	NPC249889
Intermediate Similarity	0.7253	NPC294480
Intermediate Similarity	0.7253	NPC193843
Intermediate Similarity	0.7253	NPC247406
Intermediate Similarity	0.7241	NPC191711
Intermediate Similarity	0.7234	NPC7165
Intermediate Similarity	0.7222	NPC212843
Intermediate Similarity	0.7209	NPC226226
Intermediate Similarity	0.7209	NPC55304
Intermediate Similarity	0.7195	NPC472254
Intermediate Similarity	0.7188	NPC161493
Intermediate Similarity	0.7188	NPC469432
Intermediate Similarity	0.7188	NPC57416
Intermediate Similarity	0.7176	NPC276769
Intermediate Similarity	0.7174	NPC214387
Intermediate Similarity	0.7174	NPC2983
Intermediate Similarity	0.716	NPC22301
Intermediate Similarity	0.7158	NPC476488
Intermediate Similarity	0.7158	NPC52044
Intermediate Similarity	0.7158	NPC476487
Intermediate Similarity	0.7158	NPC67584
Intermediate Similarity	0.7158	NPC314009
Intermediate Similarity	0.7158	NPC54905
Intermediate Similarity	0.7143	NPC199445
Intermediate Similarity	0.7143	NPC237540
Intermediate Similarity	0.7143	NPC313185
Intermediate Similarity	0.7128	NPC243866
Intermediate Similarity	0.7128	NPC472942
Intermediate Similarity	0.7128	NPC37816
Intermediate Similarity	0.7126	NPC80622
Intermediate Similarity	0.7125	NPC477791
Intermediate Similarity	0.7125	NPC26500
Intermediate Similarity	0.7125	NPC99619
Intermediate Similarity	0.7113	NPC471610
Intermediate Similarity	0.7113	NPC48647
Intermediate Similarity	0.7108	NPC477085
Intermediate Similarity	0.7105	NPC122239
Intermediate Similarity	0.7097	NPC37607
Intermediate Similarity	0.7097	NPC477149
Intermediate Similarity	0.7097	NPC69622
Intermediate Similarity	0.7097	NPC477147
Intermediate Similarity	0.7097	NPC123854
Intermediate Similarity	0.7097	NPC320026
Intermediate Similarity	0.7097	NPC301969
Intermediate Similarity	0.7093	NPC121200
Intermediate Similarity	0.7089	NPC238352
Intermediate Similarity	0.7089	NPC477009
Intermediate Similarity	0.7083	NPC213078
Intermediate Similarity	0.7083	NPC155676
Intermediate Similarity	0.7079	NPC65350
Intermediate Similarity	0.7073	NPC254845
Intermediate Similarity	0.7071	NPC195290
Intermediate Similarity	0.7071	NPC118405
Intermediate Similarity	0.7071	NPC204450
Intermediate Similarity	0.7065	NPC183546
Intermediate Similarity	0.7059	NPC61863
Intermediate Similarity	0.7059	NPC12740
Intermediate Similarity	0.7059	NPC110461
Intermediate Similarity	0.7059	NPC469646
Intermediate Similarity	0.7053	NPC469406
Intermediate Similarity	0.7045	NPC470241
Intermediate Similarity	0.7045	NPC59994
Intermediate Similarity	0.7045	NPC325031
Intermediate Similarity	0.7045	NPC52861
Intermediate Similarity	0.7045	NPC78677
Intermediate Similarity	0.7045	NPC112868
Intermediate Similarity	0.7033	NPC469994
Intermediate Similarity	0.7033	NPC116575
Intermediate Similarity	0.7033	NPC80590
Intermediate Similarity	0.7033	NPC155011
Intermediate Similarity	0.7024	NPC309178
Intermediate Similarity	0.7024	NPC471659
Intermediate Similarity	0.7024	NPC227396
Intermediate Similarity	0.7021	NPC154101
Intermediate Similarity	0.7021	NPC290651
Intermediate Similarity	0.7021	NPC475925
Intermediate Similarity	0.7011	NPC89128
Intermediate Similarity	0.701	NPC475438
Intermediate Similarity	0.701	NPC477949
Intermediate Similarity	0.7	NPC474776
Intermediate Similarity	0.7	NPC295799
Intermediate Similarity	0.7	NPC194937
Intermediate Similarity	0.7	NPC162309
Intermediate Similarity	0.7	NPC236390
Intermediate Similarity	0.7	NPC476038
Intermediate Similarity	0.7	NPC475732
Intermediate Similarity	0.7	NPC476804
Remote Similarity	0.6989	NPC54689
Remote Similarity	0.6989	NPC146554
Remote Similarity	0.6989	NPC170775
Remote Similarity	0.6989	NPC128496
Remote Similarity	0.6988	NPC471662
Remote Similarity	0.6988	NPC477087
Remote Similarity	0.6988	NPC477086
Remote Similarity	0.6979	NPC174948
Remote Similarity	0.6979	NPC318282
Remote Similarity	0.6979	NPC170120
Remote Similarity	0.6979	NPC476174
Remote Similarity	0.6979	NPC213698
Remote Similarity	0.6979	NPC472932
Remote Similarity	0.6979	NPC20546
Remote Similarity	0.6979	NPC469995
Remote Similarity	0.6979	NPC469599
Remote Similarity	0.6979	NPC173875
Remote Similarity	0.6977	NPC7563
Remote Similarity	0.6977	NPC107668
Remote Similarity	0.6977	NPC84360
Remote Similarity	0.6977	NPC40049
Remote Similarity	0.6977	NPC116177
Remote Similarity	0.6977	NPC320630
Remote Similarity	0.6977	NPC281296
Remote Similarity	0.697	NPC99411
Remote Similarity	0.697	NPC150923
Remote Similarity	0.6966	NPC89555
Remote Similarity	0.6966	NPC133844
Remote Similarity	0.6962	NPC309300
Remote Similarity	0.6957	NPC317590
Remote Similarity	0.6957	NPC167877
Remote Similarity	0.6957	NPC86005
Remote Similarity	0.6957	NPC45957
Remote Similarity	0.6957	NPC477959
Remote Similarity	0.6957	NPC471657
Remote Similarity	0.6951	NPC469677
Remote Similarity	0.6951	NPC236208
Remote Similarity	0.6947	NPC470376
Remote Similarity	0.6947	NPC470375
Remote Similarity	0.6947	NPC66429
Remote Similarity	0.6947	NPC206810
Remote Similarity	0.6947	NPC152897
Remote Similarity	0.6939	NPC186810
Remote Similarity	0.6939	NPC221615
Remote Similarity	0.6923	NPC474083
Remote Similarity	0.6923	NPC174560
Remote Similarity	0.6923	NPC125290
Remote Similarity	0.6923	NPC255307
Remote Similarity	0.6923	NPC321838
Remote Similarity	0.6923	NPC471224
Remote Similarity	0.6923	NPC283733
Remote Similarity	0.6923	NPC125312
Remote Similarity	0.6915	NPC171441
Remote Similarity	0.6915	NPC469400
Remote Similarity	0.6915	NPC473448
Remote Similarity	0.6907	NPC472941
Remote Similarity	0.6907	NPC456
Remote Similarity	0.6907	NPC250757

Drug Structure

NPD4790 OpenBabel08211705272D 28 30 0 0 1 0 0 0 0 0999 V2000 1.1660 -3.8323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1581 4.6010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1092 4.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6660 -2.9663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1660 -3.8323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4297 3.7919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1092 3.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1660 -2.1003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2092 0.3377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5182 1.2887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3286 -2.8618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0727 -2.0528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2796 -1.2145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3340 -2.9663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1581 2.9829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5365 -1.8836 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8784 -0.4055 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6704 -1.3836 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1509 2.0319 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8729 -0.3009 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6660 -1.2343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1290 1.8240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1660 -0.3682 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6660 -1.2343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7982 2.5671 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1660 -0.3682 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 14 2 0 0 0 0 6 15 1 0 0 0 0 7 15 1 0 0 0 0 8 21 1 0 0 0 0 9 10 2 0 0 0 0 11 14 1 0 0 0 0 12 14 1 0 0 0 0 13 16 1 0 0 0 0 13 20 1 0 0 0 0 15 19 1 0 0 0 0 16 11 1 1 0 0 0 16 18 1 0 0 0 0 17 9 1 6 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 12 1 1 0 0 0 19 10 1 6 0 0 0 19 22 1 0 0 0 0 20 23 1 1 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015773
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.23
ALogP	-0.91
MLogP	3.33
XLogP	3.388
HDA	4
HBD	3
Rotatable Bonds	10
TPSA	77.76
RO5 Violation	0