NPASS drugs

Drug Information

Drug ID:	NPD4848
Drug Name:	Indibulin
Molecular Formula:	C22H16ClN3O2
Canonical SMILES:	Clc1ccc(cc1)Cn1cc(c2c1cccc2)C(=O)C(=O)N=c1cc[nH]cc1
Standard InCHI:	InChI=1S/C22H16ClN3O2/c23-16-7-5-15(6-8-16)13-26-14-19(18-3-1-2-4-20(18)26)21(27)22(28)25-17-9-11-24-12-10-17/h1-12,14H,13H2,(H,24,25,28)
Standard InCHIKey:	SOLIIYNRSAWTSQ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4848

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	479
0.1-0.2	3892
0.2-0.3	11885
0.3-0.4	10621
0.4-0.5	1536
0.5-0.6	1332
0.6-0.7	925
0.7-0.8	213
0.8-0.85	7
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	0.8486	NPC476460
Intermediate Similarity	0.8462	NPC477003
Intermediate Similarity	0.8287	NPC284775
Intermediate Similarity	0.8201	NPC304203
Intermediate Similarity	0.8077	NPC469529
Intermediate Similarity	0.801	NPC317701
Intermediate Similarity	0.8	NPC114637
Intermediate Similarity	0.7926	NPC133003
Intermediate Similarity	0.7917	NPC326422
Intermediate Similarity	0.7912	NPC471943
Intermediate Similarity	0.7897	NPC477004
Intermediate Similarity	0.7887	NPC167710
Intermediate Similarity	0.7853	NPC324091
Intermediate Similarity	0.7845	NPC42372
Intermediate Similarity	0.7831	NPC99939
Intermediate Similarity	0.7831	NPC308931
Intermediate Similarity	0.7772	NPC216550
Intermediate Similarity	0.7766	NPC470677
Intermediate Similarity	0.7766	NPC191415
Intermediate Similarity	0.7735	NPC242116
Intermediate Similarity	0.7713	NPC73994
Intermediate Similarity	0.7688	NPC293216
Intermediate Similarity	0.766	NPC11126
Intermediate Similarity	0.7609	NPC56233
Intermediate Similarity	0.7598	NPC251391
Intermediate Similarity	0.7596	NPC478182
Intermediate Similarity	0.7596	NPC265100
Intermediate Similarity	0.7596	NPC478184
Intermediate Similarity	0.7592	NPC21429
Intermediate Similarity	0.7592	NPC228835
Intermediate Similarity	0.7568	NPC70949
Intermediate Similarity	0.7561	NPC72956
Intermediate Similarity	0.7556	NPC229055
Intermediate Similarity	0.7554	NPC115232
Intermediate Similarity	0.7553	NPC151635
Intermediate Similarity	0.7539	NPC102755
Intermediate Similarity	0.7539	NPC470205
Intermediate Similarity	0.7538	NPC81535
Intermediate Similarity	0.7527	NPC293487
Intermediate Similarity	0.7526	NPC88110
Intermediate Similarity	0.7525	NPC227582
Intermediate Similarity	0.7524	NPC471194
Intermediate Similarity	0.7524	NPC471193
Intermediate Similarity	0.7524	NPC6865
Intermediate Similarity	0.7524	NPC153980
Intermediate Similarity	0.7513	NPC83774
Intermediate Similarity	0.75	NPC47190
Intermediate Similarity	0.75	NPC281094
Intermediate Similarity	0.75	NPC467063
Intermediate Similarity	0.7487	NPC154339
Intermediate Similarity	0.7486	NPC313889
Intermediate Similarity	0.7475	NPC79356
Intermediate Similarity	0.7475	NPC102592
Intermediate Similarity	0.7474	NPC17059
Intermediate Similarity	0.7463	NPC471944
Intermediate Similarity	0.745	NPC74413
Intermediate Similarity	0.7447	NPC252572
Intermediate Similarity	0.7444	NPC70406
Intermediate Similarity	0.7436	NPC473666
Intermediate Similarity	0.7435	NPC61011
Intermediate Similarity	0.743	NPC123906
Intermediate Similarity	0.743	NPC102664
Intermediate Similarity	0.7424	NPC202812
Intermediate Similarity	0.7423	NPC141612
Intermediate Similarity	0.7423	NPC17273
Intermediate Similarity	0.7423	NPC135601
Intermediate Similarity	0.7421	NPC157583
Intermediate Similarity	0.7419	NPC478183
Intermediate Similarity	0.7416	NPC471192
Intermediate Similarity	0.7413	NPC252338
Intermediate Similarity	0.7391	NPC100104
Intermediate Similarity	0.7391	NPC470680
Intermediate Similarity	0.7387	NPC128244
Intermediate Similarity	0.7387	NPC472293
Intermediate Similarity	0.7374	NPC267343
Intermediate Similarity	0.7374	NPC105811
Intermediate Similarity	0.7374	NPC100726
Intermediate Similarity	0.736	NPC467188
Intermediate Similarity	0.7358	NPC117027
Intermediate Similarity	0.7353	NPC88115
Intermediate Similarity	0.7351	NPC214106
Intermediate Similarity	0.7351	NPC478185
Intermediate Similarity	0.7348	NPC470679
Intermediate Similarity	0.7348	NPC217021
Intermediate Similarity	0.7345	NPC136002
Intermediate Similarity	0.7344	NPC477042
Intermediate Similarity	0.734	NPC106757
Intermediate Similarity	0.734	NPC32534
Intermediate Similarity	0.734	NPC260900
Intermediate Similarity	0.7337	NPC474492
Intermediate Similarity	0.733	NPC237188
Intermediate Similarity	0.7323	NPC472292
Intermediate Similarity	0.7322	NPC476464
Intermediate Similarity	0.732	NPC46895
Intermediate Similarity	0.732	NPC110158
Intermediate Similarity	0.7313	NPC131887
Intermediate Similarity	0.7313	NPC474916
Intermediate Similarity	0.7312	NPC271797
Intermediate Similarity	0.7312	NPC21174
Intermediate Similarity	0.7296	NPC278434
Intermediate Similarity	0.7293	NPC471655
Intermediate Similarity	0.7293	NPC473878
Intermediate Similarity	0.7292	NPC55772
Intermediate Similarity	0.7277	NPC472296
Intermediate Similarity	0.7277	NPC220797
Intermediate Similarity	0.7277	NPC237414
Intermediate Similarity	0.7277	NPC474318
Intermediate Similarity	0.7277	NPC475914
Intermediate Similarity	0.7277	NPC268744
Intermediate Similarity	0.7277	NPC153123
Intermediate Similarity	0.7277	NPC472297
Intermediate Similarity	0.7277	NPC201266
Intermediate Similarity	0.7273	NPC233380
Intermediate Similarity	0.7273	NPC138370
Intermediate Similarity	0.7264	NPC134657
Intermediate Similarity	0.7259	NPC103119
Intermediate Similarity	0.7254	NPC314919
Intermediate Similarity	0.725	NPC294693
Intermediate Similarity	0.7245	NPC94752
Intermediate Similarity	0.7243	NPC80681
Intermediate Similarity	0.7241	NPC13456
Intermediate Similarity	0.7241	NPC269203
Intermediate Similarity	0.7241	NPC77241
Intermediate Similarity	0.7241	NPC166209
Intermediate Similarity	0.724	NPC14113
Intermediate Similarity	0.724	NPC84827
Intermediate Similarity	0.724	NPC145885
Intermediate Similarity	0.7215	NPC315062
Intermediate Similarity	0.7214	NPC472116
Intermediate Similarity	0.7211	NPC262338
Intermediate Similarity	0.7202	NPC248462
Intermediate Similarity	0.7202	NPC12649
Intermediate Similarity	0.7196	NPC63751
Intermediate Similarity	0.7195	NPC316411
Intermediate Similarity	0.719	NPC470702
Intermediate Similarity	0.719	NPC473218
Intermediate Similarity	0.7189	NPC76982
Intermediate Similarity	0.7189	NPC477887
Intermediate Similarity	0.7176	NPC229893
Intermediate Similarity	0.7175	NPC315348
Intermediate Similarity	0.7175	NPC32002
Intermediate Similarity	0.7175	NPC471574
Intermediate Similarity	0.7174	NPC209362
Intermediate Similarity	0.7173	NPC161861
Intermediate Similarity	0.7172	NPC255909
Intermediate Similarity	0.7172	NPC221873
Intermediate Similarity	0.7172	NPC321708
Intermediate Similarity	0.7166	NPC194881
Intermediate Similarity	0.7165	NPC24864
Intermediate Similarity	0.7164	NPC195239
Intermediate Similarity	0.7164	NPC157828
Intermediate Similarity	0.7158	NPC65080
Intermediate Similarity	0.7158	NPC91895
Intermediate Similarity	0.7156	NPC470703
Intermediate Similarity	0.7151	NPC477591
Intermediate Similarity	0.715	NPC272458
Intermediate Similarity	0.715	NPC111275
Intermediate Similarity	0.7143	NPC67288
Intermediate Similarity	0.7136	NPC267853
Intermediate Similarity	0.7135	NPC149155
Intermediate Similarity	0.7135	NPC238499
Intermediate Similarity	0.7135	NPC110500
Intermediate Similarity	0.7135	NPC203468
Intermediate Similarity	0.7129	NPC11445
Intermediate Similarity	0.7116	NPC276657
Intermediate Similarity	0.7113	NPC213468
Intermediate Similarity	0.7107	NPC282103
Intermediate Similarity	0.7105	NPC78020
Intermediate Similarity	0.7104	NPC244897
Intermediate Similarity	0.7098	NPC267885
Intermediate Similarity	0.7097	NPC213914
Intermediate Similarity	0.7094	NPC78767
Intermediate Similarity	0.7094	NPC473814
Intermediate Similarity	0.7081	NPC116555
Intermediate Similarity	0.7079	NPC73767
Intermediate Similarity	0.7079	NPC93390
Intermediate Similarity	0.7078	NPC192712
Intermediate Similarity	0.7077	NPC91179
Intermediate Similarity	0.7077	NPC16659
Intermediate Similarity	0.7077	NPC182940
Intermediate Similarity	0.7072	NPC314372
Intermediate Similarity	0.7071	NPC235684
Intermediate Similarity	0.7068	NPC194411
Intermediate Similarity	0.7062	NPC64436
Intermediate Similarity	0.7059	NPC92796
Intermediate Similarity	0.7059	NPC206819
Intermediate Similarity	0.7059	NPC135141
Intermediate Similarity	0.7059	NPC318065
Intermediate Similarity	0.7059	NPC34837
Intermediate Similarity	0.7056	NPC190296
Intermediate Similarity	0.7056	NPC267811
Intermediate Similarity	0.7056	NPC27041
Intermediate Similarity	0.705	NPC268966
Intermediate Similarity	0.7043	NPC74357
Intermediate Similarity	0.7039	NPC469767
Intermediate Similarity	0.7039	NPC469784
Intermediate Similarity	0.7039	NPC469779
Intermediate Similarity	0.7039	NPC469780
Intermediate Similarity	0.7039	NPC469768
Intermediate Similarity	0.7039	NPC469783

Drug Structure

NPD4848 OpenBabel08211706322D 29 32 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 -0.8601 2.5602 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 -0.1910 1.8171 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 -5.0468 0.6636 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 -5.9128 1.1636 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 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 -4.1808 1.1636 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 -0.5000 0.8660 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 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3457 3.1315 0.0000 Cl 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 -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 3 1 0 0 0 0 2 4 1 0 0 0 0 3 18 2 0 0 0 0 4 20 2 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 19 2 0 0 0 0 14 26 1 0 0 0 0 16 23 1 0 0 0 0 17 25 2 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 22 25 1 0 0 0 0 22 28 2 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001197
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2929
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.09
ALogP	-1.1102
MLogP	3.22
XLogP	4.779
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	63.46
RO5 Violation	0