NPASS drugs

Drug Information

Drug ID:	NPD4299
Drug Name:	ronomilast
Molecular Formula:	C21H13Cl2FN4O2
Canonical SMILES:	O=C(c1cn(c2c1cccn2)Cc1ccc(cc1)F)C(=O)N=c1c(Cl)c[nH]cc1Cl
Standard InCHI:	InChI=1S/C21H13Cl2FN4O2/c22-16-8-25-9-17(23)18(16)27-21(30)19(29)15-11-28(20-14(15)2-1-7-26-20)10-12-3-5-13(24)6-4-12/h1-9,11H,10H2,(H,25,27,30)
Standard InCHIKey:	JERXUPDBWDWFCF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4299

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	556
0.1-0.2	6672
0.2-0.3	13538
0.3-0.4	6605
0.4-0.5	1584
0.5-0.6	1515
0.6-0.7	389
0.7-0.8	31
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	0.7633	NPC116555
Intermediate Similarity	0.7512	NPC267811
Intermediate Similarity	0.7286	NPC477003
Intermediate Similarity	0.7241	NPC476460
Intermediate Similarity	0.7234	NPC229055
Intermediate Similarity	0.72	NPC21429
Intermediate Similarity	0.7194	NPC317054
Intermediate Similarity	0.7181	NPC251391
Intermediate Similarity	0.7151	NPC105811
Intermediate Similarity	0.715	NPC167710
Intermediate Similarity	0.7136	NPC73994
Intermediate Similarity	0.7135	NPC467188
Intermediate Similarity	0.7128	NPC70406
Intermediate Similarity	0.7121	NPC284775
Intermediate Similarity	0.7109	NPC317701
Intermediate Similarity	0.7107	NPC469529
Intermediate Similarity	0.7087	NPC326422
Intermediate Similarity	0.7083	NPC471194
Intermediate Similarity	0.7083	NPC471193
Intermediate Similarity	0.708	NPC935
Intermediate Similarity	0.708	NPC267078
Intermediate Similarity	0.7074	NPC313889
Intermediate Similarity	0.7048	NPC474357
Intermediate Similarity	0.7039	NPC216550
Intermediate Similarity	0.7037	NPC72956
Intermediate Similarity	0.7035	NPC470323
Intermediate Similarity	0.7021	NPC123906
Intermediate Similarity	0.7015	NPC191415
Intermediate Similarity	0.7005	NPC6865
Intermediate Similarity	0.7005	NPC304203
Intermediate Similarity	0.7005	NPC153980
Remote Similarity	0.6995	NPC476341
Remote Similarity	0.6991	NPC116622
Remote Similarity	0.6965	NPC88110
Remote Similarity	0.6963	NPC209362
Remote Similarity	0.6946	NPC285923
Remote Similarity	0.6939	NPC114637
Remote Similarity	0.693	NPC243850
Remote Similarity	0.6923	NPC265100
Remote Similarity	0.6909	NPC177996
Remote Similarity	0.6909	NPC471192
Remote Similarity	0.6909	NPC147983
Remote Similarity	0.6907	NPC100104
Remote Similarity	0.6907	NPC470680
Remote Similarity	0.6901	NPC106757
Remote Similarity	0.6891	NPC213914
Remote Similarity	0.6878	NPC141612
Remote Similarity	0.6878	NPC100726
Remote Similarity	0.6878	NPC135601
Remote Similarity	0.6878	NPC17273
Remote Similarity	0.6872	NPC478185
Remote Similarity	0.6869	NPC471943
Remote Similarity	0.6866	NPC83774
Remote Similarity	0.6863	NPC467063
Remote Similarity	0.686	NPC324091
Remote Similarity	0.6859	NPC217021
Remote Similarity	0.6859	NPC470679
Remote Similarity	0.6856	NPC474492
Remote Similarity	0.6849	NPC473218
Remote Similarity	0.6849	NPC470702
Remote Similarity	0.6842	NPC102664
Remote Similarity	0.684	NPC477004
Remote Similarity	0.684	NPC81535
Remote Similarity	0.6839	NPC74357
Remote Similarity	0.6837	NPC478184
Remote Similarity	0.6837	NPC88115
Remote Similarity	0.6829	NPC133003
Remote Similarity	0.6818	NPC70949
Remote Similarity	0.6818	NPC470703
Remote Similarity	0.6814	NPC102755
Remote Similarity	0.6806	NPC473878
Remote Similarity	0.6806	NPC471655
Remote Similarity	0.6802	NPC42372
Remote Similarity	0.6802	NPC233380
Remote Similarity	0.6798	NPC61011
Remote Similarity	0.6798	NPC16659
Remote Similarity	0.6769	NPC293487
Remote Similarity	0.6769	NPC80681
Remote Similarity	0.6768	NPC56233
Remote Similarity	0.6765	NPC470677
Remote Similarity	0.6751	NPC478182
Remote Similarity	0.6749	NPC265710
Remote Similarity	0.6748	NPC99939
Remote Similarity	0.6748	NPC308931
Remote Similarity	0.6733	NPC151635
Remote Similarity	0.6701	NPC242116
Remote Similarity	0.67	NPC157583
Remote Similarity	0.67	NPC473380
Remote Similarity	0.67	NPC240088
Remote Similarity	0.6699	NPC46895
Remote Similarity	0.6698	NPC102592
Remote Similarity	0.6698	NPC79356
Remote Similarity	0.6684	NPC472260
Remote Similarity	0.6683	NPC293216
Remote Similarity	0.6683	NPC478183
Remote Similarity	0.6667	NPC282247
Remote Similarity	0.6635	NPC476527
Remote Similarity	0.662	NPC469308
Remote Similarity	0.6618	NPC237188
Remote Similarity	0.6617	NPC32534
Remote Similarity	0.6605	NPC237414
Remote Similarity	0.6585	NPC11126
Remote Similarity	0.6584	NPC262338
Remote Similarity	0.6578	NPC65408
Remote Similarity	0.6575	NPC471191
Remote Similarity	0.6574	NPC121327
Remote Similarity	0.6573	NPC202812
Remote Similarity	0.6573	NPC93390
Remote Similarity	0.6571	NPC63109
Remote Similarity	0.6571	NPC103119
Remote Similarity	0.657	NPC470205
Remote Similarity	0.6558	NPC474916
Remote Similarity	0.6553	NPC477042
Remote Similarity	0.6547	NPC471603
Remote Similarity	0.6545	NPC74619
Remote Similarity	0.6542	NPC128244
Remote Similarity	0.654	NPC154339
Remote Similarity	0.6538	NPC228835
Remote Similarity	0.6533	NPC225018
Remote Similarity	0.6514	NPC143977
Remote Similarity	0.6513	NPC117032
Remote Similarity	0.6512	NPC78767
Remote Similarity	0.6512	NPC473814
Remote Similarity	0.6505	NPC12649
Remote Similarity	0.65	NPC274981
Remote Similarity	0.6492	NPC136002
Remote Similarity	0.6486	NPC101165
Remote Similarity	0.6482	NPC122141
Remote Similarity	0.648	NPC281094
Remote Similarity	0.648	NPC295021
Remote Similarity	0.6473	NPC314281
Remote Similarity	0.6473	NPC182940
Remote Similarity	0.6473	NPC40530
Remote Similarity	0.6473	NPC24864
Remote Similarity	0.6471	NPC252572
Remote Similarity	0.6468	NPC115232
Remote Similarity	0.6453	NPC91895
Remote Similarity	0.6452	NPC474767
Remote Similarity	0.645	NPC470203
Remote Similarity	0.6449	NPC473821
Remote Similarity	0.6449	NPC267343
Remote Similarity	0.6447	NPC48317
Remote Similarity	0.6445	NPC17059
Remote Similarity	0.6435	NPC227582
Remote Similarity	0.6429	NPC54981
Remote Similarity	0.6429	NPC470233
Remote Similarity	0.6415	NPC255909
Remote Similarity	0.6415	NPC473666
Remote Similarity	0.6407	NPC229893
Remote Similarity	0.6407	NPC476817
Remote Similarity	0.6406	NPC34837
Remote Similarity	0.6406	NPC474389
Remote Similarity	0.6402	NPC272458
Remote Similarity	0.6402	NPC47190
Remote Similarity	0.64	NPC470204
Remote Similarity	0.6394	NPC79777
Remote Similarity	0.6393	NPC471944
Remote Similarity	0.6392	NPC143872
Remote Similarity	0.6388	NPC62995
Remote Similarity	0.6385	NPC268966
Remote Similarity	0.6381	NPC110158
Remote Similarity	0.6376	NPC220797
Remote Similarity	0.6376	NPC201266
Remote Similarity	0.6376	NPC474318
Remote Similarity	0.6376	NPC153123
Remote Similarity	0.6376	NPC74413
Remote Similarity	0.6376	NPC268744
Remote Similarity	0.6376	NPC475914
Remote Similarity	0.6368	NPC278434
Remote Similarity	0.6368	NPC207554
Remote Similarity	0.636	NPC27041
Remote Similarity	0.6359	NPC475286
Remote Similarity	0.6359	NPC74153
Remote Similarity	0.6359	NPC174281
Remote Similarity	0.6355	NPC138370
Remote Similarity	0.6351	NPC472064
Remote Similarity	0.6347	NPC77241
Remote Similarity	0.6347	NPC269203
Remote Similarity	0.6347	NPC13456
Remote Similarity	0.6347	NPC166209
Remote Similarity	0.6347	NPC252338
Remote Similarity	0.6346	NPC248462
Remote Similarity	0.6337	NPC271797
Remote Similarity	0.6337	NPC21174
Remote Similarity	0.6336	NPC130570
Remote Similarity	0.6335	NPC471574
Remote Similarity	0.6335	NPC2823
Remote Similarity	0.6333	NPC117027
Remote Similarity	0.633	NPC131887
Remote Similarity	0.6327	NPC477413
Remote Similarity	0.6324	NPC471589
Remote Similarity	0.6316	NPC234403
Remote Similarity	0.6316	NPC470731
Remote Similarity	0.6316	NPC470732
Remote Similarity	0.6313	NPC48117
Remote Similarity	0.6313	NPC476526
Remote Similarity	0.6313	NPC472116
Remote Similarity	0.6313	NPC329765
Remote Similarity	0.6313	NPC472293
Remote Similarity	0.6306	NPC473376

Drug Structure

NPD4299 OpenBabel08211705262D 31 34 0 0 0 0 0 0 0 0999 V2000 1.8383 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1473 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1756 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5768 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7634 -2.4271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1646 -1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8601 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7579 -2.3225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 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 4.1808 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.6636 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3457 -3.1315 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -2.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1910 -1.8171 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.6636 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 2.4487 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -2.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 14 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 26 2 0 0 0 0 8 16 2 0 0 0 0 8 25 1 0 0 0 0 9 17 2 0 0 0 0 9 25 1 0 0 0 0 10 12 1 0 0 0 0 10 28 1 0 0 0 0 11 15 2 0 0 0 0 11 28 1 0 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 14 20 2 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 27 2 0 0 0 0 19 21 1 0 0 0 0 19 29 2 0 0 0 0 20 26 1 0 0 0 0 20 28 1 0 0 0 0 21 27 1 0 0 0 0 21 30 2 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001268
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.04
ALogP	-0.424
MLogP	2.78
XLogP	4.689
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	76.35
RO5 Violation	0