NPASS drugs

Drug Information

Drug ID:	NPD7011
Drug Name:	oxytocin receptor antagonists (premature labor), Merck Serono
Molecular Formula:	C28H29N3O4
Canonical SMILES:	CO/N=C/1CN([C@@H](C1)C(=NC[C@H](c1ccccc1)O)O)C(=O)c1ccc(cc1)c1ccccc1C
Standard InCHI:	InChI=1S/C28H29N3O4/c1-19-8-6-7-11-24(19)20-12-14-22(15-13-20)28(34)31-18-23(30-35-2)16-25(31)27(33)29-17-26(32)21-9-4-3-5-10-21/h3-15,25-26,32H,16-18H2,1-2H3,(H,29,33)/b30-23-/t25-,26+/m0/s1
Standard InCHIKey:	IBXGJPAYWMFXSF-UEEONYLUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7011

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	131
0.1-0.2	808
0.2-0.3	2340
0.3-0.4	8385
0.4-0.5	10756
0.5-0.6	7606
0.6-0.7	827
0.7-0.8	37
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	0.7597	NPC273907
Intermediate Similarity	0.7597	NPC475598
Intermediate Similarity	0.7597	NPC293377
Intermediate Similarity	0.7597	NPC118099
Intermediate Similarity	0.7597	NPC9687
Intermediate Similarity	0.7597	NPC474787
Intermediate Similarity	0.7597	NPC474811
Intermediate Similarity	0.7597	NPC90194
Intermediate Similarity	0.7597	NPC260045
Intermediate Similarity	0.7597	NPC49577
Intermediate Similarity	0.7597	NPC474855
Intermediate Similarity	0.7597	NPC475318
Intermediate Similarity	0.7597	NPC476102
Intermediate Similarity	0.7597	NPC151706
Intermediate Similarity	0.7597	NPC79465
Intermediate Similarity	0.7597	NPC76785
Intermediate Similarity	0.74	NPC285394
Intermediate Similarity	0.7338	NPC255447
Intermediate Similarity	0.7284	NPC16188
Intermediate Similarity	0.7267	NPC471680
Intermediate Similarity	0.7212	NPC233702
Intermediate Similarity	0.7208	NPC469666
Intermediate Similarity	0.7208	NPC473322
Intermediate Similarity	0.7152	NPC473360
Intermediate Similarity	0.7105	NPC6975
Intermediate Similarity	0.7105	NPC474082
Intermediate Similarity	0.7105	NPC175726
Intermediate Similarity	0.7102	NPC136797
Intermediate Similarity	0.7097	NPC111428
Intermediate Similarity	0.7086	NPC89831
Intermediate Similarity	0.7076	NPC73644
Intermediate Similarity	0.7066	NPC202198
Intermediate Similarity	0.7063	NPC313694
Intermediate Similarity	0.7063	NPC242159
Intermediate Similarity	0.7048	NPC473491
Intermediate Similarity	0.7039	NPC252878
Intermediate Similarity	0.7013	NPC4974
Remote Similarity	0.6994	NPC189116
Remote Similarity	0.6993	NPC46427
Remote Similarity	0.6988	NPC254798
Remote Similarity	0.6988	NPC476444
Remote Similarity	0.6982	NPC476268
Remote Similarity	0.6981	NPC248283
Remote Similarity	0.6975	NPC476989
Remote Similarity	0.6974	NPC202521
Remote Similarity	0.6966	NPC475427
Remote Similarity	0.6959	NPC33742
Remote Similarity	0.6951	NPC209509
Remote Similarity	0.6949	NPC137627
Remote Similarity	0.6936	NPC476750
Remote Similarity	0.6933	NPC161069
Remote Similarity	0.6928	NPC246412
Remote Similarity	0.6918	NPC313663
Remote Similarity	0.6914	NPC141957
Remote Similarity	0.6914	NPC328649
Remote Similarity	0.6914	NPC153007
Remote Similarity	0.691	NPC26108
Remote Similarity	0.6908	NPC200964
Remote Similarity	0.6908	NPC476990
Remote Similarity	0.6899	NPC120251
Remote Similarity	0.689	NPC476978
Remote Similarity	0.6875	NPC280022
Remote Similarity	0.6875	NPC66490
Remote Similarity	0.6867	NPC14672
Remote Similarity	0.6867	NPC315276
Remote Similarity	0.6867	NPC285926
Remote Similarity	0.6864	NPC122590
Remote Similarity	0.6864	NPC262166
Remote Similarity	0.6855	NPC246913
Remote Similarity	0.6836	NPC476749
Remote Similarity	0.6835	NPC200589
Remote Similarity	0.6828	NPC471195
Remote Similarity	0.6828	NPC471196
Remote Similarity	0.6821	NPC470545
Remote Similarity	0.6818	NPC302597
Remote Similarity	0.6816	NPC155506
Remote Similarity	0.6816	NPC159767
Remote Similarity	0.6813	NPC287401
Remote Similarity	0.6807	NPC297322
Remote Similarity	0.68	NPC63931
Remote Similarity	0.6798	NPC355
Remote Similarity	0.6796	NPC119652
Remote Similarity	0.6796	NPC474041
Remote Similarity	0.6796	NPC97526
Remote Similarity	0.6792	NPC130309
Remote Similarity	0.6782	NPC241794
Remote Similarity	0.6779	NPC35850
Remote Similarity	0.6779	NPC276949
Remote Similarity	0.6778	NPC475607
Remote Similarity	0.6776	NPC99723
Remote Similarity	0.6776	NPC470546
Remote Similarity	0.677	NPC474473
Remote Similarity	0.6768	NPC150712
Remote Similarity	0.6766	NPC135121
Remote Similarity	0.6766	NPC138775
Remote Similarity	0.6763	NPC244336
Remote Similarity	0.6755	NPC470544
Remote Similarity	0.6753	NPC295548
Remote Similarity	0.675	NPC473962
Remote Similarity	0.6748	NPC122553
Remote Similarity	0.6747	NPC5620
Remote Similarity	0.6743	NPC476231
Remote Similarity	0.674	NPC474081
Remote Similarity	0.6727	NPC251439
Remote Similarity	0.6725	NPC68967
Remote Similarity	0.6723	NPC233650
Remote Similarity	0.6722	NPC475594
Remote Similarity	0.6721	NPC73555
Remote Similarity	0.672	NPC473815
Remote Similarity	0.6709	NPC210950
Remote Similarity	0.6709	NPC199738
Remote Similarity	0.6707	NPC262077
Remote Similarity	0.6704	NPC230611
Remote Similarity	0.6688	NPC79698
Remote Similarity	0.6688	NPC474479
Remote Similarity	0.6687	NPC471264
Remote Similarity	0.6687	NPC471265
Remote Similarity	0.6687	NPC208725
Remote Similarity	0.6686	NPC2501
Remote Similarity	0.6685	NPC134858
Remote Similarity	0.6684	NPC225400
Remote Similarity	0.6667	NPC266425
Remote Similarity	0.6667	NPC306804
Remote Similarity	0.6667	NPC472413
Remote Similarity	0.6667	NPC116057
Remote Similarity	0.6667	NPC269398
Remote Similarity	0.6667	NPC311658
Remote Similarity	0.6667	NPC263493
Remote Similarity	0.6667	NPC471448
Remote Similarity	0.665	NPC471155
Remote Similarity	0.665	NPC472538
Remote Similarity	0.665	NPC470786
Remote Similarity	0.6648	NPC256935
Remote Similarity	0.6648	NPC133470
Remote Similarity	0.6648	NPC191863
Remote Similarity	0.6648	NPC289776
Remote Similarity	0.6647	NPC477217
Remote Similarity	0.6647	NPC201244
Remote Similarity	0.6646	NPC470884
Remote Similarity	0.6646	NPC257390
Remote Similarity	0.6646	NPC476133
Remote Similarity	0.6646	NPC65310
Remote Similarity	0.6646	NPC281104
Remote Similarity	0.6646	NPC178662
Remote Similarity	0.6646	NPC92784
Remote Similarity	0.6646	NPC98424
Remote Similarity	0.6631	NPC94862
Remote Similarity	0.663	NPC471165
Remote Similarity	0.663	NPC279871
Remote Similarity	0.663	NPC470548
Remote Similarity	0.663	NPC473402
Remote Similarity	0.663	NPC158277
Remote Similarity	0.663	NPC476227
Remote Similarity	0.6629	NPC473003
Remote Similarity	0.6629	NPC294516
Remote Similarity	0.6629	NPC107938
Remote Similarity	0.6628	NPC39431
Remote Similarity	0.6622	NPC292758
Remote Similarity	0.6622	NPC65855
Remote Similarity	0.6616	NPC270241
Remote Similarity	0.6612	NPC475761
Remote Similarity	0.6611	NPC210140
Remote Similarity	0.6611	NPC150879
Remote Similarity	0.6608	NPC162104
Remote Similarity	0.6607	NPC314358
Remote Similarity	0.6606	NPC471316
Remote Similarity	0.6605	NPC244866
Remote Similarity	0.6603	NPC26285
Remote Similarity	0.6593	NPC129624
Remote Similarity	0.659	NPC244509
Remote Similarity	0.6588	NPC129666
Remote Similarity	0.6587	NPC314388
Remote Similarity	0.6587	NPC52748
Remote Similarity	0.6587	NPC315283
Remote Similarity	0.6585	NPC127741
Remote Similarity	0.6576	NPC39822
Remote Similarity	0.6573	NPC254700
Remote Similarity	0.657	NPC261934
Remote Similarity	0.657	NPC56685
Remote Similarity	0.657	NPC5194
Remote Similarity	0.6568	NPC125852
Remote Similarity	0.6568	NPC225648
Remote Similarity	0.6568	NPC329761
Remote Similarity	0.6564	NPC132847
Remote Similarity	0.6562	NPC103605
Remote Similarity	0.6562	NPC472539
Remote Similarity	0.6562	NPC81092
Remote Similarity	0.6562	NPC472540
Remote Similarity	0.6562	NPC470787
Remote Similarity	0.6561	NPC283207
Remote Similarity	0.6559	NPC294951
Remote Similarity	0.6558	NPC220698
Remote Similarity	0.6556	NPC40234
Remote Similarity	0.6556	NPC196673
Remote Similarity	0.6556	NPC475123
Remote Similarity	0.6556	NPC475204
Remote Similarity	0.655	NPC7817
Remote Similarity	0.655	NPC475168
Remote Similarity	0.6548	NPC313867
Remote Similarity	0.6548	NPC315266

Drug Structure

NPD7011 OpenBabel08211711352D 37 40 0 0 1 0 0 0 0 0999 V2000 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3084 3.8385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9961 0.6736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0451 0.9826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2041 -0.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3019 0.3135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4609 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8157 -1.0248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5099 -0.6647 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 -1.0827 1.2024 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 -0.9135 -0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7667 -1.3338 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1215 -1.3849 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 -2.0725 -1.6939 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4894 2.1160 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9746 -2.3119 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3783 -2.0540 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 -0.9016 2.9250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9257 -2.6210 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5862 -3.0322 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 35 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 19 2 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 24 2 0 0 0 0 12 14 1 0 0 0 0 12 20 2 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 22 2 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 16 25 1 0 0 0 0 17 29 1 0 0 0 0 18 23 1 0 0 0 0 18 31 1 0 0 0 0 19 24 1 0 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 22 28 1 0 0 0 0 23 30 2 0 0 0 0 25 27 1 6 0 0 0 25 31 1 0 0 0 0 26 17 1 1 0 0 0 26 32 1 0 0 0 0 27 29 2 3 0 0 0 27 33 1 0 0 0 0 28 31 1 0 0 0 0 28 34 2 0 0 0 0 30 35 1 0 0 0 0 32 36 1 0 0 0 0 33 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005965
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	471.22
ALogP	-1.2792
MLogP	3.77
XLogP	8.185
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	94.72
RO5 Violation	1